bluuebunny/crossref_metadata_2025_split huggingface dataset:
The synthesis of substituted 2‐aminothiazoles
Authors: Lin Yang‐i , Seifert C. M. , Kang S. M. , Dusza J. P. , Lang S. A. 
Published: April 2009

AbstractThe preparation of 4‐ and 5‐acyl‐ and aroyl‐2‐substituted aminothiazoles is described. The condensation of thioureas with acyl halides leading to 4,5‐disubstituted‐2‐aminothiazoles and 7‐(4H)benzothiazolones is discussed. A discussion of the isolation of various intermediates and the mechanistic pathway is also included. A number of 2‐anilino or 2‐benzyl‐4‐ or 5‐aroylthiazoles possessed moderate oral antitubercolosis activity (2).
New derivatives of ethyl 1‐methyl‐1H‐imidazole‐2‐glyoxylate. Synthesis and properties of α‐hydroxyimino and α‐methoxyimino double‐bond stereoisomers
Authors: Elitropi Guglielmo , Tricerri Silvia 
Published: April 2009

AbstractSynthetic routes for the preparation of ethyl α‐hydroxyimino and α‐methoxyimino‐1‐methyl‐1H‐imidazole‐2‐acetate are reported. Separation and characterization of the double‐bond stereoisomers are described.
An unusual synthesis of 2,3‐dihydrophosphindole 1‐oxides
Authors: Hughes Alan N. , Phisithkul Siriporn , Rukachaisirikul Thitima 
Published: April 2009

AbstractA very simple route to dimeric phosphole oxides is reported as is the pyrolytic decomposition of these phosphorus‐bridged dimers. Like similar dimeric phosphole sulfides, these phosphole oxide dimers readily eliminate the bridging phosphorus grouping upon strong heating but, unlike the analogous sulfides, hydrogen transfer to give a 2,3‐dihydrophosphindole 1‐oxide rather than hydrogen elimination to give the fully unsaturated phosphindole oxide occurs. This hydrogen transfer is shown to be non‐stereospecific and some mechanistic implications of this are briefly discussed.
Mass spectral fragmentation pattern of 2,2′‐bipyridyls. Part XIII. 6‐Chloro‐ and 6‐bromo‐2,2′‐bipyridyls
Authors: Keats N. G. , Summers L. A. 
Published: April 2009

AbstractThe mass spectra of 6‐chloro‐ and 6‐bromo‐2,2′‐bipyridyls are reported. The principal fragmentation route from the molecular ions involves loss of the halogen group to give the M‐1 ion of 2,2′‐bipyridyl which gives rise to the base peak in the spectra. Loss of HCN before loss of Cl occurs to a small extent with 6‐chloro‐2,2′‐bipyridyl.
Comparative study on the preparation of C(3)‐hydroxy‐1,3‐dihydro‐2H‐1,4‐benzodiazepin‐2‐ones
Authors: Kovač T. , Oklobdžija M. , Šunjić V. , Kajfež F. 
Published: April 2009

AbstractC(3)‐Hydroxy‐1,4‐benzodiazepin‐2‐ones 1–3 have been prepared in high yields using a new, two step approach. In the first step, the 3‐deoxy‐precursors 4–6 were acetylated at C(3) using the redox‐system lead tetraacetate and iodine, or potassium iodide, in acetic acid. The intermediary acetates 9–11 were quantitatively hydrolyzed into 1–3 in non‐aqueous conditions, i.e. in a methanol‐methylene chloride solvent mixture in the presence of sodium methoxide. Another route to the title compounds has been improved as follows. The yields of C(3)‐bromination of compounds 4–6 has been significantly augmented in relation to the known methods using the strong trifluoroacetic acid in very dilute carbon tetrachloride solutions as a catalyst for NBS mediated bromination. The intermediary C(3)‐bromo derivatives have been acetoxylated in situ, and compounds 9–11 have been isolated in over 80% yield. These compounds were solvolyzed into 1–3 as described above. The third part of this paper describes the search for feasible reaction conditions in the synthesis of 3 according to a known method (Scheme 1.); optimization of the yields in all steps was performed.
1,2,4‐Oxadiazoles. X. Aryl‐1,2,4‐oxadiazolecarbaldehydes
Authors: Palazzo G. , Baiocchi L. , Picconi G. 
Published: April 2009

AbstractThe synthesis of 5‐aryl‐1,2,4‐oxadiazole‐3‐carbaldehydes and 3‐aryl‐1,2,4‐oxadiazole‐5‐carbaldehydes was attempted through several routes and achieved starting from both the corresponding chloromcthyl and the dichloromethyl derivatives. These aldehydes are stabilized in the hydrated form and this peculiar behavior is discussed on the basis of the relevant spectroscopic data.
Reexamination of reduced pteridine cofactors behaviour by proton nuclear magnetic resonance spectroscopy and mass spectrometry
Authors: Hénichart Jean‐Pierre , Bernier Jean‐Luc , Dhondt Jean‐Louis , Dautrevaux Michel , Biserte Gérard 
Published: April 2009

AbstractIn aqueous solutions, the autoxidation by air of 2‐amino‐4‐hydroxy‐6,7‐dimethyl‐5,6,7,8‐tetra‐hydropteridine, a hydroxylase cofactor, leads to the corresponding 7,8‐dihydro derivate. Oxidation by hydrogen peroxide and Horseradish peroxidase does not give a stable quinonoid form as previously claimed but affords two metabolic products. Kinetics of the two pathways and structures of the different final compounds were determined by 1H nmr and mass spectrometry.
2‐Aminothiazole derivatives. III. Mass spectra of some 5H‐thiazolo [3,2‐a] pyrimidin‐5‐ones
Authors: Saint‐Ruf G. , Silou Th. 
Published: April 2009

AbstractThe mass spectra of some 7‐methyl, 7‐chloro and 6‐earbethoxythiazolo[3,2‐a]pyrimidin‐5‐ones were studied (2,3,4). The electron impact fragmentation patterns of these compounds showed their relatively high stability and their similar mode of decomposition. Certain differences were observed among the three classes of compounds, due to the nature of the substituent on the pyrimidine ring.
The reaction of malononitrile with thioglycolic acid. A novel procedure for the synthesis of thiazolone derivatives
Authors: Elnagdi Mohamed Hilmy , Elmoghayar Mohamed Riffaat Hamza , Hammam Abu El‐Futooh G. , Khallaf Salah Amin 
Published: April 2009

AbstractMalononitrile (I) reacted with thioglycolic acid to yield the thiazolin‐4‐one derivatives II or III depending on the molar ratio of the reactants. Compound II reacted with benzaldehyde in refluxing pyridine to yield the arylidene derivative IV. On the other hand, the benzylidine bis derivative VIII was obtained when II was reacted with benzaldehyde in refluxing ethanol. The structure of IV was established via its synthesis from the reaction of benzylidenemalononitrile (VI) and thioglycolic acid in refluxing acetic acid. Similar to II, compound III condensed with benzaldehyde to yield the benzylidene derivative IX.
Studies on 2,1 ‐benzisoxazoles and related heterocycles. Reaction of diazomethane with 6‐nitro‐2,1‐benzisoxazoles and nitrobenzofurazan oxides
Authors: Boruah Romesh Chandra , Devi Purabi , Sandhu J. S. 
Published: April 2009

AbstractSome 7‐melhyl‐substituted‐2,1‐benzisoxazoles and cyclopropanobenzofurazan oxides are synthesized and characterized by their elemental and spectral analyses.
Synthesis of chloropyrimidinylmethylenephosphoranes and their wittig reactions with aldehydes
Authors: Kato Tetsuzo , Katagiri Nobuya , Takahashi Toshimitsu , Katagiri Yumiko 
Published: April 2009

AbstractMethylpyrimidines were treated with phosphorus pentachloride in phosphorus oxychloride to give trichloromethylpyrimidines, which reacted with two equivalent amounts of triphenylphosphine to yield chloropyrimidinylmethylenetriphenylphosphoranes as stable ylides in one step. These phosphorus ylides were subjected to the Wittig reaction with a variety of aldehydes to afford chloropyrimidinylolefins.
The chemistry of 2H‐3,1‐benzoxazine‐2,4(1H)dione (isatoic anhydride). 7. Reactions with anions of active methylenes to form quinolines
Authors: Coppola Gary M. , Hardtmann Goetz E. 
Published: April 2009

AbstractThe reaction of isatoic anhydrides with carbanions of various active methylene compounds is described. The isolation of 2‐oxo or 4‐oxoquinolines is possible by varying the functional groups flanking the methylene carbon.
Préparation, configuration et réduction électrochimique d'α‐cyano β‐nitrostyrènes. Synthèse d'amino‐5 isoxazoles
Authors: Bellec Christian , Bertin Daniel , Colau Roger , Deswarte StÉPhane , Maitte Pierre , Viel Claude 
Published: April 2009

AbstractLeg Z α‐cyano β‐nitrostyrènes sont préparés par nitration, à l'aide du peroxyde d'azote, des α cyanostyrènes correspondents. Les isomères E sont obtenus par photoirradiation des isomères Z. La réduction électrochimique de ces dérivés cyanonitrés engendre les oximes α‐cyanées qui conduisent, selon les conditions opératoires, par cyclisation ou hydrolyse, soit aux amino‐5 isoxazoles, soit aux β‐cétonitriles.
Synthesis of 5,8‐dihydroxynaphtho[2,3‐c][1,2,5]thiadiazole‐6,9‐dione and 6,9‐dihydroxybenzo[g]quinoxaline‐5,10‐dione
Authors: Warren James D. , Lee Ving J. , Angier Robert B. 
Published: April 2009

AbstractThe synthesis of 5,8‐dihydroxynaphtho[2,3‐c][1,2,5]thiadiazole‐4,9‐dione 3, 6,9‐dihydroxybenzo[g]quinoxaline‐5,10‐dione 4, and their lesser oxygenated analogs via Friedel‐Crafts and Diels‐Alder synthesis is reported.
Synthesis and conformational analysis of 7,8‐diphenyl‐1,3,4,6,9,9a‐hexahydro‐2H‐quinolizines
Authors: Trigo G. G. , Gàlvez E. , Söllhuber M. M. 
Published: April 2009

AbstractNew analogues of julandine with different aromatic methoxy‐ and chloro‐substituents have been synthesized. Some features of the. nmr spectra of the final products and lactams are discussed. The conformational structure of the final products was determined.
Synthesis and Properties of 10‐Benzylaminopterin
Authors: Parham James C. , Templeton Mary Agnes , Chello Paul L. , Sirotnak Francis M. 
Published: April 2009

AbstractSubstitution of a benzyl group for the methyl at N‐10 of Methotrexate caused only a slight decrease in the inhibitory properties of the folate analog against L1210 leukemia in cell culture.
A facile preparation of 4‐quinolinols by the condensation of dilithiobenzoylacetone or C(α),O‐dilithiooximes with methyl anthranilate or 5‐chloroisatoic anhydride
Authors: Brown Jane , Sides Kimberly L. , Fulmer Tammy D. , Beam Charles F. 
Published: April 2009

AbstractDilithiobenzoylacetone or C(α),O‐dilithiooximes were prepared in an excess of lithium düsopropylamide and condensed with methyl anthranilate or 5‐chloroisatoic anhydride to give intermediates, which after neutralization were cyclized to 4‐quinolinols.
The chemistry of polycyclic arene imines. III. N‐alkylation of phenanthrene 9,10‐imineN‐alkylation of phenanthrene 9,10‐imine
Authors: Shtelzer Sarah , Weitzberg Moshe , Jeries Juliette , Sheradsky Tuvia , Aizenshtat Zeev , Blum Jochanan 
Published: April 2009

AbstractPhenanthrene 9,10‐imine (1) was shown to undergo N‐alkylation without aziridine ring cleavage by (a) metallation with sodium methylsulfinylmethide followed by addition of an alkyl halide at −20° (b) reaction of 1, sodium hydride and the halide in dimethylformamide at 40° (c) treatment of a dichloromethane solution of 1, the halide and triethylbenzylammonium chloride with aqueous sodium hydroxide under phase transfer conditions. The syntheses of N‐isopropyl‐, N‐butyl‐, N‐pentyl‐, N‐allyl‐ and N‐benzylphenanthrene 9,10‐imine (2–6) are described.
Synthesis of 3‐alkenyl‐4‐oxo‐6,7‐dihydro‐1H‐pyrano[4,3‐c]pyrazole derivatives
Authors: Chantegrel Bernard , Nadi Abdel‐Ilah , Gelin Suzanne 
Published: April 2009

AbstractA series of 1‐substituted 3‐alkenyl‐4‐oxo‐6,7‐dihydro‐1H‐pyrano[4,3‐c]pyrazoles was prepared by reaction of arylhydrazines or benzylhydrazine with 4,5‐dioxo‐2,3,7,8‐tetrahydro‐4H,5H‐pyrano[4,3‐b]pyran derivatives.
Polyazaphénanthrenes. Synthèse de pyridazino[4,5‐c]quinoléines
Authors: Godard Alain , Quéguiner Guy 
Published: April 2009

AbstractUne nombre important de pyridazino[4,5‐c]quinoléines a été synthétisé à partir de quinoléines disubstituées en 3 et 4. Ces synthèses ont permis de mettre en évidence l'importance de contraintes stériques lors des réactions de cyclisation. Certains hétérocycles ont été testés pour leur propriétés antitumorales.
Antimalarials. 15. Side‐chain analogues of 8‐(4‐amino‐1‐methylbutylamino)‐6‐methoxy‐4‐methyl‐5‐(3‐trifluoromethylphenoxy)quinoline
Authors: Lamontagne Maurice P. , Blumbergs Peter 
Published: April 2009

AbstractSix side chain analogs of the highly active antimalarial agent 8‐(4‐amino‐1‐methylbutylamino)‐6‐methoxy‐4‐methyl‐5‐(3‐trifluoromethylphenoxy)quinoline (I) were prepared and evaluated for blood and tissue schizonticidal activity. Although most examples were markedly superior to primaquine none was superior to the parent compound I.
Synthèses de la benzo[b][1,4]diazocino[7,6‐f]indole, de pyrrolo[f]phtalazines et réactions de cycloadditions
Authors: Duflos Jack , Quéguiner Guy 
Published: April 2009

AbstractA partir du méthyl‐1 dibenzoyl‐5,6 1H indole nous avons obtenu deux nouveaux systèmes hétérocycliques les benzo[b][1,4]diazocino[7,6‐f]indole et pyrrolo[2,3‐f]phtalazine. Avec le méthyl‐2 dibenzoyl‐5,6 2H isoindole, nous avons synthétisé la pyrrolo[3,4‐f]phtalazine et étudié sur cette dernière des réactions de cycloadditions avec des diénophiles pauvres en électrons.
Carbon‐13 nuclear magnetic resonance spectra of phencyclidine analogs substituted in the piperidine and aromatic rings
Authors: Brine G. A. , Boldt K. G. , Coleman M. L. , Carroll F. I. 
Published: April 2009

AbstractNatural abundance carbon‐13 chemical shifts are reported for the hydrochloride salts of phencyclidine (1a) and twelve analogs substituted in the piperidine and aromatic rings. The signals are assigned on the basis of chemical shift theory, SFORD multiplicities, signal intensities, and comparisons with related compounds.
Synthesis of mannich bases of bioactive benzylphenols
Authors: Jurd Leonard 
Published: April 2009

Abstract2,4‐Bis(1,1‐dimethyl)‐6‐[(4‐methoxyphenyl)methoxymethyl]phenol (4), prepared by oxidation of 2,4‐bis(1,1‐dimethylethyl)‐6‐[(4‐methoxyphenyl)methyl]phenol (1) with silver oxide in methanol, reacts with secondary amines in boiling toluene to give Mannich bases (6) related to the biologically active o‐benzylphenol. Mannich basis of the isomeric p‐benzylphenol (7) were prepared by reaction of amines with the p‐quinone methide formed by oxidation of 7.
Étude des conditions d'accès au tétrazolo‐1,2,3,4‐[5′,1′:6,1] triazino‐1,2,4‐[4,5‐b]indazole et au thioxo‐3 triazolo‐1,2,4‐[2′,1′:6,1] triazino‐1,2,4‐[4,5‐b]indazole
Authors: Robba Max , Lancelot Jean‐Charles 
Published: April 2009

AbstractLes triazinoindazolones 8 et 9 sont accessibles, soit par transposition des oxadiazoles 5 et 6, soit par cyclisation des éthoxyméthylidènehydrazides indazoliques 2 et 3. Les triazinoindazolethiones 17 et 18 obtenues par thionation des triazinoindazolones 8 et 9 constituent des intermédiaires permettant d'accéder aux hydrazinoindazoles 19 et 20. Le tétrazolotriazinoindazole 21 est obtenu par l'intermédiaire de l'hydrazinoindazole 19. L'indazolyldithiocarbazate de potassium 12 permet l'acccès à la thioxo‐4 triazinoindazolone 10 et à l'amino‐4 thioxo‐3 triazolylindazole 15. Ce dernier permet, après cyclisation, d'obtenir le thioxo‐3 triazolotriazinoindazole 16. Les spectres de rmn confirment la structure des derives obtenus.
A novel synthesis of cis‐dihydro‐rose oxide and related stereochemistry
Authors: Liu Chu‐tsin , Chang Chi‐hsien , Chou Tsu‐liang 
Published: April 2009

AbstractA new synthesis of cis‐dihydro‐rose oxide from elsholtzia oil is presented. The stereochemistry of catalytic hydrogenation of elsholtziol is discussed, and configurations of the diastereoisomers of the resulting tetrahydroelsholtziol have been deduced with the aid of gas chromatography, infrared spectroscopic analysis and conformational analysis. Stereochemical study of catalytic dehydration of tetrahydroelsholtziols indicates that the dehydration‐rearrangement reactions follow a (trans‐elimination process.
Mass spectral study of N‐1,2,3‐triazol‐1‐yl)‐N′‐arylureas
Authors: Adamopoulos S. , Alexandrou N. E. 
Published: April 2009

AbstractThe fragmentation pattern upon electron impact at 70 eV of several N‐(1,2,3‐triazol‐1‐yl)ureas as well as of the corresponding N′‐aryl substituted is studied. The spectra examined contain the molecular ion peak in very low intensity and in some cases is absent, whereas the ion ArNCO is the base peak or one of the most prominent. The principal fragmentation pathway takes place via the [M‐‐‐28]+ ion.
Derivatives of benzo[4,5]cyclohepta[1,2‐b]thiophene. 1. Synthesis and cyclization of N‐(9,10‐dihydro‐4H‐benzo[4,5]cyclohepta‐[1,2‐‐6]thiophene‐4‐ylmethyl)amides
Authors: Arribas Enrique , Vega Salvador 
Published: April 2009

AbstractStarting from ketone III several acyl derivatives of 4‐aminomethyl‐9,10‐dihydro‐4H‐benzo[4,5]cyclohepta‐[1,2‐‐6]thiophene (VII) have been synthesized. The intramolecular cyclization of some of these new amides through the Bischler‐Napieralski reaction is described.
Derivatives of benzo[4,5]cyclohepta[1,2‐è]thiophene. 2. Synthesis of (±)‐6,t‐8b,9,10,11,12,13,t‐13a‐Octahydro‐5H‐7‐thia‐12a‐azabenzo[f]‐naphth[1,2,3‐cd]azulene (QM‐7184)
Authors: Arribas Enrique , Vega Salvador 
Published: April 2009

AbstractThe synthesis of (±)‐6,t‐8,9,10,11,12,13,t‐13a‐octahydro‐5H‐7‐thia‐12a‐azabenzo[f]naphth[1,2,3‐cd]azulene (III) (QM‐7184) by two independent pathways is described. Configurational assignments have been made on the basis of nmr spectral interpretations.
Sur l'orientation de l'acétylation des nitriles et amides coumariliques Bz‐méthoxylés
Authors: Bachelet Jean‐Pierre , Clavel Jean‐Marc , Demerseman Pierre , Royer René 
Published: April 2009

AbstractL'acétylation des amides et nitriles coumariliques s'effectue lentement en donnant respectivement l'acétyl‐5 coumarilamide et un mélange d'acide acétyl‐5 coumarilique, d'acétyl‐4 cyano‐2 benzofuranne et d'acétyl‐5 cyano‐2 benzofuranne. Dans les měmes conditions, les acétylations des dérivés Bz‐méthoxylés de ces amides et nitriles coumariliques ont lieu rapidement, avec d'excellents rendements, en ortho ou en para du méthoxyle, avec ou sans déméthylation selon les cas.
Nitrogen bridgehead compounds. Part 35. Structures of α‐formyl‐2,3‐polymethylene‐3,4‐dihydroquinazolin‐4‐ones
Authors: Horváth ágnes , Hermecz István , Pongor‐Csákvári Marianna , Mészáros Zoltán , Kökösi József , Tóth Gábor , Szöllósy áron 
Published: April 2009

AbstractThe structures of the title compounds bearing a five‐, six‐ or seven‐membered A ring have been investigated by uv and 1H and 13C nmr spectroscopy. The imine‐enol‐enamine (I‐II‐III) tautomerism of these compounds depends greatly on the ring size. A significant solvent‐dependence is observed only for the five‐membered‐ring compounds 1 and 2, which in ethanolic solution exist predominantly in the imine form I, and in chloroform solution in the enol form II. The compounds with a six‐membered A ring, 3 and 4, are mainly in the enamine form III. On protonation, 3 and 4 change into the E and Z isomeric mixture of the enol tautomer II. The seven‐membered‐ring compound 5 is a mixture of the imine I and the enamine III tautomers.
Efficient synthesis of 1,2,4‐dithiazolidine‐3,5‐diones (dithiasuccinoyl‐amines) and observations on formation of 1,2,4‐thiadiazolidine‐3,5‐diones by related chemistry
Authors: Slomczyńska Urszula , Barany George 
Published: April 2009

AbstractAn efficient synthesis of 1,2,4‐dithiazolidine‐3,5‐diones (1) from chlorocarbonylsulfenyl chloride (3) plus O‐dimethylaminoethyl‐N‐alkyl or aryl thiocarbamates (4) has been worked out. In this synthesis, 1,2,4‐thiadiazolidine‐3,5‐diones (5) have been shown to arise as low‐level by‐products, and experiments were conducted to elucidate the mechanism of the side reaction. N,N′‐Dimethyl‐1,2,4‐thiadiazolidine‐3,5‐dione (5a) was prepared in one step from N,N′‐dimethylurea plus 3, or from 4a plus one equivalent of sulfuryl chloride. A general route to 5 involved reaction of equimolar amounts of isocyanates (6), isothiocyanates (7) and sulfuryl chloride followed by hydrolysis of intermediate 9. Heterocycles reported have been characterized by nmr, ir, uv, ms, and hplc.
Synthesis and physical properties of N‐2‐phenylethyl‐ and N‐2‐(3‐indolyl)ethyl‐5′‐deoxy‐5′‐adenosineacetamides
Authors: Kurihara Takushi , Ota Atsutoshi , Hayashi Hirofumi , Inoue Masatoshi , Ishida Toshimasa 
Published: April 2009

AbstractThe synthesis and physical properties of N‐2‐phenylethyl‐ and N‐2‐(3‐indolyl)ethyl‐5′‐deoxy‐5′‐adenosineacetamides (2 and 3), which are stable compounds of phenylalanyl‐ and tryptophanyl‐AMPs, are described.
Synthesis of 9,10,11,12,12a,13‐hexahydro‐2,3‐dimethoxy‐7H‐naphtho[l, 2‐b]quinolizine hydrobromide. A cell growth inhibitor related to cryptopleurine
Authors: Bargar T. M. , Dulworth J. K. , Graham M. C. 
Published: April 2009

Abstract9,10,11,12,12a,13‐Hexahydro‐2,3‐dimethoxy‐7H‐naphtho[1,2‐‐6]quinolizine hydrobromide (4), which has structural similarity to cell growth inhibitory alkaloid cryptopleurine (1), was found to inhibit the growth of HeLa cells by 50% versus control at a concentration of 0.6 μg/ml. An expeditious synthesis of the title compound was based on hydrogenation of quinolizinium salt 10, available through Friedel‐Crafts cyclization of aldoxime 9.
Pyrimidine analogues. Reaction of 1,3‐dimethyl‐6‐hydroxylaminopyrimidine‐2,4‐dione with nitrophenyl isothiocyanates
Authors: Prasad A. Siva , Sandhu J. S. , Baruah J. N. 
Published: April 2009

AbstractReaction between 6‐hydroxylaminouracil and nitrophenylisothiocyanates gave new purines which could be of biological interest.
Aromaticity in bridged heteroannulenes
Authors: Jurić A. , Sabljić A. , Trinajstić N. 
Published: April 2009

AbstractThe aromatic stabilities of bridged hetero[n]annulenes (n = even, odd) and the parent structures of hetero‐[n]annulenes and hetero[n]polycycles have been predicted by the topological resonance energy, TRE, approach. The TRE criterion places bridged structures in all cases studied between the hetero[n]annulenes and hetero[n]polycyclic systems. The extra aromatic stability of the bridged heteroannulenes compared to heteroannulenes is attributed to homoaromatic interaction across the ring at the bridge sites. Available experimental evidence supports the theoretical results.
Indole esters as heterocyclic synthons. II. Preparation of 1,3‐oxazino[5,6‐b]indoles and 3‐substituted‐pyrano[3,2‐b]indoles
Authors: Unangst Paul C. , Brown Richard E. 
Published: April 2009

AbstractA number of novel 1,3‐oxazino[5,6‐b]indoles and 2‐oxo‐ or 4‐oxopyrano[3,2‐b]indoles containing #3‐position substituents were prepared. Starting materials were 3‐hydroxy‐indole‐2‐carboxylic acid esters in which the #2‐position ester function is converted to carboxamide, β‐ketoester, or β‐ketosulfone.
Potential anticonvulsants. VII. Synthesis of 5′‐methylspiro[3H‐indole‐3,2′‐thiazolidine]‐2,4′(1H)‐diones
Authors: Rajopadhye Milind , Popp Frank D. 
Published: April 2009

AbstractThe title compounds have been prepared, by the cyclocondensation of thiolactic acid with isatin‐3‐imines. 5′‐Methyl‐3′‐phenyl‐spiro[3H‐indole‐3,2′‐thiazolidine]‐2,4′(1H)‐dione has been subjected to the Mannich condensation to give 1‐substituted derivatives. With one exception, all of the products were inactive in an anticonvulsant screen.
Synthesis of α‐Oxo and α‐hydroxy‐1‐benzyl‐1,4‐dihydro‐3(2H)‐isoquinolinones
Authors: Sanna Paolo , Savelli Francesco 
Published: April 2009

AbstractThe reaction of some primary amines with the methyl 2‐[(α‐oxobenzyl)‐(α‐bromo)methyl]phenylacetate (5) afforded the isoquinolinones 7a‐d, which in turn were hydrogenated to 10a‐d. The synthesis of these compounds was designed on the basis of a potential depressant and antiinflammatory activity found in other structurally related compounds.
Stereoselective epoxidation of 3‐trans‐benzylideneisoborneol
Authors: Sanghvi Y. S. , Rao A. S. 
Published: April 2009

Abstract2‐Benzylidenecyclopentanol (2) can be epoxidized stereoselectively to furnish 2‐trans‐benzylidene‐1β‐hydroxycyclopentane β‐oxide (4) with either t‐butyl hydroperoxide in the presence of vanadium catalyst or m‐chloroperoxybenzoic acid. Epoxidation of 3‐trans‐benzylideneisoborneol (10) with t‐butyl hydroperoxidevanadium catalyst furnishes stereoselectively 3‐trans‐benzylideneisoborneol exo‐oxide (11) whereas epoxidation of alcohol 10 with m‐chloroperoxybenzoic acid furnishes stereoselectively 3‐trans‐benzylideneisoborneol endo‐oxide (14).