bluuebunny/crossref_metadata_2025_split huggingface dataset:
β‐Carbolines as agonistic or antagonistic benzodiazepine receptor ligands.1. Synthesis of some 5‐, 6‐ and 7‐amino derivatives of 3‐methoxycarbonyl‐β‐carboline (β‐CCM) and of 3‐ethoxycarbonyl‐β‐carboline (β‐CCE)
Authors: Settimj Guido , Del Giudice Maria Rosaria , Ferretti Rosella , Gatta Franco 
Published: April 2009

AbstractCondensation of diethyl formylamino‐ or diethyl acetylaminomalonate with 4‐, 5‐ or 6‐nitrogramine1afforded the diethyl formylamino‐ or the diethyl acetylamino[(nitroindol)‐3‐ylmethyl]malonates2; reduction of the nitro group followed byN‐formylation or acetylation of the resulting amino compounds3, led to the 4‐, 5‐and 6‐acylamino derivatives4.Cyclization of4in the presence of polyphosphoric esters gave the 3,3‐bis(ethoxycarbonyl)‐3,4‐dihydro‐β‐carbolines5, which underwent lithium chloride/water catalyzed monodeethoxycarbonylation to the corresponding 5‐, 6‐ and 7‐acylamino‐3‐ethoxycarbonyl‐β‐carbolines6, whose acidic hydrolysis led finally to the 5‐, 6‐ and 7‐amino‐3‐ethoxycarbonyl‐β‐carbolines9. The 6‐amino compounds9b‐ewere obtained also by direct nitration of 3‐methoxycarbonyl‐β‐carboline7aand of 3‐ethoxycarbonyl‐β‐carboline7c, followed by the nitro group reduction of the resulting nitro carbolines8.Preliminary studies of the binding to rabbit brain benzodiazepine receptor sites indicate compounds9band9cto inhibit the3H‐diazepam binding at 10−8Mconcentrations.
Studies on the chemistry of O,N‐ and S,N‐containing heterocycles. 4. Investigations on the nucleophilic substitution of activated 1,5‐benzothiazepines
Authors: Bartsch Herbert , Erker Thomas 
Published: April 2009

AbstractThe reaction of the activated 1,5‐benzothiazepine 1a with various amines is studied. In contrast to the phenylsubstituted derivative 1b no ring contraction but nucleophilic substitution is observed. Two novel ring systems 8 and 9 are obtained by nitrosation of 3g and by reaction of 1a with anthranilic acid, respectively.
Curcumol and its one‐step formation from curdione
Authors: Li Xian , Wu Lijun , Ji Zhizong , Harigaya Yoshihiro , Konda Yaeko , Iguchi Mieko , Takahashi Hiroshi , Onda Masayuki 
Published: April 2009

AbstractThe absolute stereochemistry of curcumol (1) is confirmed on the basis of the spectroscopic data. The existence of two conformations in curdione (4) is revealed by nOe experiments at ambient temperature. One‐step conversion of 4 into 1 stereospecifically proceeds via the ene‐reaction without epimerization at any asymmetric center in 4.
A new synthesis of 4‐aminooxazoles from α‐oxonitriles
Authors: Lakhan Ram , Singh Ram Lakhan 
Published: April 2009

AbstractA general synthesis is described for the preparation of 4‐amino‐2,5‐disubstituted oxazoles 2. The interaction of α‐oxonitriles 1 with equimolecular amounts of aromatic or aliphatic aldehydes, and excess of anhydrous ammonium acetate in glacial acetic acid at 110–120° for 3–6 hours gives 2 in 40–65% yields. A plausible reaction mechanism for the formation of 2 is also suggested.
A convenient synthesis of functionalized 1H‐pyrimidine‐2‐thiones
Authors: Akcamur Yunus , Altural Behzat , Saripinar Emin , Kollenz Gert , Kappe Oliver , Peters Karl , Peters Eva‐Maria , Von Schnering Hans‐Georg 
Published: April 2009

AbstractThe furan‐2,3‐dione 1 and the thiosemicarbazones 2 combine with loss of carbon dioxide and water yielding the 1‐methylenaminopyrimidine‐2‐thione derivatives 3 in moderate yields (30–60%). Their molecular skeleton is confirmed with aid of an X‐ray structure determination of 3c. Hydrolysis of 3 leads to the 1‐aminopyrimidine‐2‐thione 5.
Synthesis and 1H‐NMR spectra of halogenated spiro[isobenzofuran‐1(3H),9′(9H)‐6′‐(methylcyclohexylamino)‐3′‐methyl‐2′‐anilinoxanthene]‐3‐ones
Authors: Nakazumi Hiroyuki , Kitao Teijiro , Ohnishi Katsuaki 
Published: April 2009

AbstractReaction of spiro[isobenzofuran‐1(3H).9′(9H)‐6′‐(methylcyclohexylamino)‐3′‐methyl‐2′‐anilinoxanthene]‐3‐one (1), which is typical leuco fluoran dye, with N‐bromosuccinimide and N‐chlorosuccinimide leads to halogenated derivatives 2a–2c and 3, respectively. Their structures were established by two‐dimensional proton‐proton (COSY) experiment and their thermal properties examined by means of DSC and compared with commercially available 1.
Chemistry of sulfonyl isocyanates and sulfonyl isothiocyanates. XI. Cyclizations with epoxides
Authors: Mcfarland J. W. , Beaulieu J. J. , Arrey L. N. , Frey L. M. 
Published: April 2009

Abstract4‐Toluenesulfonyl isocyanate cyclized with 1,2‐epoxy‐3‐phenoxypropane and 2,3‐epoxypropyl 4‐methoxyphenyl ether, respectively, to give 3‐(4‐toluenesulfonyl)‐5‐phenoxymethylene‐2‐oxazolidone (I) and 3‐(4‐toluenesulfonyl)‐5‐(4‐methoxyphenoxymethylene)‐2‐oxazolidone (II). Compounds I and II were hydrolyzed in 2 M sodium hydroxide solution to the corresponding uncyclized hydroxy amides, VII and VIII. Compound I was remarkably stable toward 6 M hydrochloric acid and amines. Styrene oxide, 1,2‐epoxybutane, 3‐chloro‐1,2‐epoxypropane, and 1‐methoxy‐2‐methylpropylene oxide reacted with the isocyanate to afford 3‐(4‐toluene‐sulfonyl)‐4‐phenyl‐2‐oxazolidone (III), 3‐(4‐toluenesulfonyl)‐4‐ethyl‐2‐oxazolidone (IV), 3‐(4‐toluenesulfonyl)‐5‐chloromethyl‐2‐oxazolidone (V), and 3‐(4‐toluenesulfonyl)‐4,4‐dimethyl‐5‐methoxy‐2‐oxazolidone (VI), respectively. The yield of VI was constant over a temperature range of 25–90°.
Chemistry of sulfonyl isocyanates and sulfonyl isothiocyanates. XII. Cyclizations with epoxides
Authors: Mcfarland J. W. , Beaulieu J. J. , Arrey L. N. , Frey L. M. 
Published: April 2009

Abstract4‐Toluenesulfonyl isothiocyanate reacted with 1,2‐epoxy‐3‐phenoxypropane and 2,3‐epoxypropyl 4‐methoxyphenyl ether to give, respectively, 3‐(4‐toluenesulfonyl)‐5‐phenoxymethylene‐2‐oxazolidmethione (I) and 3‐(4‐toluenesulfonyl)‐5‐(4‐methoxyphenoxymethylene)‐2‐oxazolidinethione (II) in high yields. The sulfonyl isothiocyanate reacted further with styrene oxide to give a mixture of oxazolidinethiones from which a solid III was isolated. The structure of III is either the 4‐ or 5‐phenyl derivative of 3‐(4‐toluenesulfonyl)‐2‐oxazolidinethione. Reactions of the isothiocyanate with 3‐chloro‐1,2‐epoxypropane and 1,2‐epoxybutane afforded, respectively, 3‐(4‐toluenesulfonyl)‐5‐chloromethyl‐2‐oxazolidinethione (IV) and 3‐(4‐toluenesulfonyl)‐4‐ethyl‐2‐oxazolidinethione (V). Evidence for structures was by pmr, ir, and elemental analyses.
Synthesis of tetra‐aza macrocycles with remarkably high efficiency
Authors: Tomohiro Takenori , Uoto Kouichi , Shimura Takehiko , Okuno Hiroaki 
Published: April 2009

AbstractTetra‐aza macrocycles with 28‐ to 44‐membered rings can be readily synthesized by reaction of dibromide and ditosyldiamide without use of a high dilution method. The reaction proceeded very smoothly with a 10 mM concentration in DMF, and gave the macrocycles in excellent yields (60–80%). Favorable effects of cesium ion on the cyclization have been observed.
Derivatives of 2‐oxo‐3(2H)‐benzothiazolineacetonitrile and related compounds. II. Synthesis of 2‐oxo‐alkyl esters of 3(2H)‐benzothiazolineacetimidic acids and related products
Authors: D'Amico John J. , Bollinger Frederic G. 
Published: April 2009

AbstractThe reaction of the appropriate 2‐benzothiazolinone or 2‐benzoxazolinone under basic conditions with (1) 2‐chloropropionitrile, (2) acrylonitrile, (3) 4‐chlorobutyronitrile or (4) chloroacetonitrile afforded the nitriles 1–8. The reaction of various nitriles with alcoholic‐hydrogen chloride solutions at low temperatures afforded the hydrogen chloride salts of the imino‐ester which upon neutralization with potassium carbonate yielded the titled compounds.
Synthesis of 2‐oxo and 2‐thioxo‐3(2H)‐benzothiazoleethanimic acid anhydride with acetic acid and related products
Authors: D'Amico John J. , Bellinger Frederic G. , Freeman John J. 
Published: April 2009

AbstractThe reaction of the appropriate 2‐benzothiazolinone with 2‐chloroacetamide under basic conditions afforded the 2‐oxo‐3(2H)‐benzothiazolineacetamides 6–9. The 2‐thioxo‐3(2H)‐benzothiazolineacetamide (10) was prepared by the reaction of 3‐(carbethoxymethyl)benzothiazoline‐2‐thione with ammonium hydroxide. The reaction of acetamides 6–10 with the appropriate anhydride containing a catalytic amount of the sodium salt of the acid corresponding to the anhydride afforded the titled compounds 11–18 in excellent yields. The omission of the catalyst in the same reaction furnished a mixture containing 57% of the titled compound, 37% of the nitrile and 6% of an unknown. Possible mechanism and supporting nmr, ir and mass spectral data are discussed.
Synthesis and structure elucidation of the condensation products between thiophene dicarbaldehydes and aromatic amines. Potential analgesic and anti‐inflammatory agents
Authors: Benachenhou F. , Mesli M. A. , El Borai M. , Hanquet B. , Guilard R. 
Published: April 2009

AbstractThiophene‐3,4‐dicarbaldehyde 1 reacts in the presence of 2‐mercaptoethanol to yield N‐aryl‐5,6‐dihydro‐4‐oxo‐4H‐thieno[3,4‐c]pyrroles 2 and N‐aryl‐4‐arylimino‐5,6‐dihydro‐4H‐thieno[3,4‐c]pyrroles 3, while thiophene 2,3‐dicarbaldehyde 4 reacts with aromatic amines to give N‐aryl‐5,6‐dihydro‐6‐oxo‐4H‐thieno[2,3‐c]pyrroles 5 in good yields. Labeling experiments and nmr spectral analysis give evidences for the possible reaction mechanism.
Some aspects of the chemistry of pyrimido[1,2‐B]pyridazinones
Authors: Mátyus Péter , Szilágyi Géza , Kasztreiner Endre , Rabloczky György , Sohár Pál 
Published: April 2009

AbstractOn reacting the 3‐aminopyridazines1a,d,ewith dimethyl acetylenedicarboxylate (DMAD), the pyrimido[1,2‐b]pyridazin‐2‐(2H)‐ones2e‐g, whereas starting from1f, the 4(4H)‐ones5aand3b,dwere prepared. In the 2(2H)‐one series, the reactions of2bwith various amino compounds resulted in various types of products. The reaction ofN‐methylaminopyridazines1g,hwith DMAD led to theendo‐N‐substituted derivatives8a,b, whereas1hwith diethyl ethoxymethylenemalonate (DEM) gave theexo‐N‐substituted compound1k.The constitution of the compounds was proved by spectroscopic and chemical evidences.
Convenient synthesis of 3‐methyl‐1‐(4‐pyridinyl)‐2‐butanone using phenyllithium as a metalating agent
Authors: Léon P. , Garbay‐Jaureguiberry C. , Roques B. P. 
Published: April 2009

Abstract3‐Methyl‐1‐(4‐pyridinyl)‐2‐butanone has been synthesized via a short and convenient method based upon acylation of 4‐picoline by phenyllithium followed by reaction with ethyl isobutyrate. This procedure can be extended to the preparation of various alkyl pyridyl ketones, intermediates in the synthesis of potential anti‐tumor 6‐substituted 7H‐pyridocarbazole dimers.
Heterocyclic photorearrangements. Photoinduced rearrangements of 1,2,4‐oxadiazoles substituted by an XYZ side chain sequence
Authors: Buscemi Silvestre , Vivona Nicolò 
Published: April 2009

AbstractPhotoinduced rearrangements of 1,2,4‐oxadiazoles substituted by an XYZ side chain sequence at position 3 of the ring have been recognized. Examples taken out from previous results have been emphasized and some other patterns dealing with a 3‐phenoxy and 3‐enaminoketone sequence have been investigated. An intermediate species derived from photolysis of the ring O‐N bond and characterized by a continuous 6π electron system involving the side chain sequence, was suggested to give ring closure to the rearrangement product.
Crystal structure of 5,10‐(diphenyl)‐5,10‐dihydrophenarsazine
Authors: Siriwardane Upali , Razzuk Aziz , Khanapure Subhash P. , Biehl Edward R. , Chu Shirley S. C. 
Published: April 2009

AbstractThe crystal structure of the title compound 1, the first phenarsazine possessing a 10‐phenyl substituent to be synthesized, has been determined by single crystal x‐ray methods. The crystals are monoclinic, space group P21/c with four molecules in a cell of dimensions a = 10.737(3), b = 8.561(4), c = 20.523(7)Å, β = 91.91(3)° and V = 1885(1)Å3. The structure has been refined by full matrix least‐squares to R = 0.046 using 2087 observed reflections. The folding angle between the two benzo planes is 151.7(4)° indicating that 1 is significantly more puckered than phenarsazines substituted with 5‐aryl groups. Moreover, although both phenyl groups adopt a boat‐axial conformation, the planes of the aryl rings are nearly perpendicular to each other with the 10‐phenyl group adopting the usual conformation (i.e. in the plane bisecting the phenarsazine ring which contains As(5) and N(10)) and the 5‐phenyl group assuming the a typical conformation (i.e. very nearly perpendicular to the plane bisecting phenarsazine ring). The bond distance between As and the carbon atom of the 5‐phenyl ring is approximately the same as that found in other 5‐arylphenarsazine compounds indicating little resonance interactions between As and the aromatic ring in 1.
Structure and synthesis of goudotianine, a new 7‐methyldehydroaporphine from guatteria goudotiana
Authors: Castedo L. , Granja J. A. , De Lera A. Rodríguez , Villaverde M. C. 
Published: April 2009

AbstractTotal syntheses of 2,9‐dihydroxy‐1,3‐dimethoxy‐7‐methyl‐6a,7‐dehydroaporphine 1a and 3,9‐dihydroxy‐1,2‐dimethoxy‐7‐methyl‐6a,7‐dehydroaporphine 1b are described. Direct comparison of both with natural goudotianine isolated from Guatteria goudotiana R. E. Fries showed the latter to be identical with 1b.
Thiophene systems. 10. The synthesis and chemistry of some thienopyridinols
Authors: Press Jeffery B. , Mcnally James J. 
Published: April 2009

AbstractSubstituted thieno[2,3‐c]‐, thieno[3,2‐c]‐ and thieno[3,4‐c]pyridinols have not been described despite the fact that a few descriptions of the parent ring systems have appeared in the literature. As part of our ongoing program to investigate the synthesis of thiophene derivatives with potential biological activity, we became interested in the preparation of the various thienopyridinols. Syntheses of the title compounds 2a, 3 and 25 were achieved starting from thiophene‐3‐acetic acid and 3‐acetylthiophene. The two isomeric systems 2a and 3 were reacted with electrophiles to give products substituted at the position α to the hydroxy group on the pyridine ring (the 4‐ and 6‐positions, respectively). Lack of stability of 25 precluded studies on this system. Compounds 2a, 3 and 25 reacted with acetic anhydride to give O‐acetyl derivatives while reaction of the anion of 2a and 3 with methyl iodide gave mixtures of O‐ and N‐methylation. The N‐methylated products are the novel thienopyridones 45 and 47.
Synthesis of enantiomers of 2′‐aminomethyl‐5‐benzylacyclouridine (AM‐BAU) and 2′‐aminomethyl‐5‐benzyloxybenzylacyclouridine (AM‐BBAU). Potent inhibitors of uridine phosphorylase
Authors: Pan Bai‐Chuan , Chu Shih‐Hsi 
Published: April 2009

AbstractRacemic 2′‐aminomethyl‐5‐benzyl‐acyclouridine (AM‐BAU, 5) and 2′‐aminomethyl‐5‐benzyloxybenzyla‐cyclouridine (AM‐BBAU, 6) have been found to be very active inhibitors of uridine phosphorylase [1]. Their enantiomers were synthesized from chiral 2,2‐dimethyl‐1,3‐dioxolane‐4‐methanol (7a,b). S‐(—)‐AM‐BAU (5a) and S‐(—)‐AM‐BBAU (6a) were prepared from the R‐(—) isomer 7a, and R(+)‐AM‐BAU (5b) and R‐(+)‐AM‐BBAU (6b) from the S‐(+) isomer 7b. A different route from the S‐(+) isomer 7b to S‐(—)‐AM‐BBAU (6a) was also determined to be feasible.
The reaction of phenyliodonium bis‐(phenylsulfonyl)methylide with some thiophenes
Authors: Hatjiarapoglou Lazaros , Varvoglis Anastasios 
Published: April 2009

AbstractThe title iodonium ylide gives with thiophenes C‐H insertion products of the C(SO2Ph)2 group and with benzothiophenes transylidation products.
Formation of bishomoazasteroids by the beckmann rearrangement
Authors: Camoutsis Charalambos , Catsoulacos Panayotis 
Published: April 2009

AbstractBeckmann rearrangement of the geometrical isomer of 5α‐androstanolone oximes gives the 3‐aza‐17β‐hydroxy‐A‐homo‐5α‐androstan‐4‐one and the 4‐aza‐17β‐hydroxy‐A‐homo‐5α‐androstan‐3‐one. These lactams were converted to the corresponding ketones by Jones reagent oxidation. Treatment with hydroxylamine produced the corresponding ketoximes. Beckmann rearrangement of the ketoximes generated the diaza compounds and the corresponding “second order” Beckmann cleavage ω‐cyanoolefin. The mixture of the compounds produced, was separated by column chromatography. The structure of the compounds was apparent from spectral data.
Tetraacetylethylene and nitrile oxides: Synthesis of spirofuranisoxazoles
Authors: Adembri G. , Di Tommaso A. , Lampariello L. R. , Scotton M. 
Published: April 2009

Abstracttrans and cis‐3‐Hexen‐2,5‐dione, 2, reacted with nitrile oxides to give 4,5‐dihydroisoxazoles 3a‐c with the trans configuration. On the contrary the reaction between 3,4‐diacetyl‐3‐hexen‐2,5‐dione, 1, with nitrile oxides yielded 3‐aryl‐8,9‐diacetyl‐7‐hydroxy‐7‐methyl‐1,6‐dioxa‐2‐azaspiro[4.4]nona‐3,8‐dienes 9a‐e. The reaction is completely regiospecific. The cycloadducts show ring‐open chain tautomerism.
Synthesis of 6,7‐dimethoxypyrimido[4,5‐b]‐indoles as potential antihypertensive agents
Authors: Venugopalan B. , Desai P. D. , De Souza N. J. 
Published: April 2009

AbstractUsing ethyl 5,7‐dimethoxy‐2‐amino‐3‐indolecarboxylate as a synthon, routes are described for the synthesis of the title compounds bearing alkylamino moieties in the 2 and 4‐positions. Some of the compounds displayed antihypertensive activity.
Decarbonylation of some pyrimidine‐5‐carboxaldehydes
Authors: Delia Thomas J. , Polenz Barry , Martin Mary C. 
Published: April 2009

AbstractIn the course of determining the ultraviolet spectra of some 2,4,6‐trisubstituted‐pyrimidine‐5‐carboxalde‐hydes we discovered the facile loss of the formyl group. The reaction appears to be restricted to pyrimidine‐5‐carboxaldehydes containing three strongly electron donating substituents. Loss of the formyl group occurs at room temperature only in methanol with large excess of acid. Other alcohols and water fail to afford the decarbonylated product. A suggested pathway for this reaction is offered.
The nucleophilic substitution of methylthio group on the 1,4‐dihydro‐2‐methylthiopyrimidine rings
Authors: Kashima Choji , Shimizu Masao , Harada Kazuo , Omote Yoshimori 
Published: April 2009

AbstractN‐Substituted 2‐alkylthio‐1,4‐dihydro‐4,4,6‐trimethylpyrimidines easily reacted with methanol to give corresponding 2‐methoxy‐1,4‐dihydropyrimidines, while the other nucleophiles did not react on the C‐2 carbon of the pyrimidine rings. However, the substitution of alkylthio group easily proceeded intramolecularly even with weak nucleophilic groups, e.g., phenolic oxygen, thiophenolic sulfur, and anilino nitrogen atom, to yield bi‐ or tricyclic pyrimidine derivatives.
Synthesis of 2‐methylthioindolizine‐3‐carbonitriles using nitro ketene dithioacetal
Authors: Tominaga Yoshinori , Shiroshita Yoshihide , Hosomi Akira 
Published: April 2009

AbstractThe reaction of 1‐cyanomethylpyridinium chloride or bromide,1a‐i, with 1,1‐bis(methylthio)‐2‐nitroethylene (2) in the presence of triethylamine as a base in ethanol gave the corresponding 2‐methylthioindolizine‐3‐carbonitrile3and 2‐methyl‐thio‐1‐nitroindolizine‐3‐carbonitrile4in good yields, respectively. Compounds3a,fwere key intermediates for the synthesis of cycl[3.2.2]azine derivatives.
On triazoles XVI. The reaction of 5‐amino‐1,2,4‐triazoles with β‐ and γ‐oxo esters. A novel N‐carbonylation reaction
Authors: Reiter József , Vágáa Pál , Esses‐Reiter Klóra , Pongó László , Molnár Hilda 
Published: April 2009

Abstract5‐Amino‐1,2,4‐triazoles reacted with alifatic β‐oxo‐esters to yield besides the unexpected 1,2,4‐triazolo‐[1,5‐a]‐1,3,5‐benzotriazepin‐5‐one derivative 7 either the corresponding esters 5 and 6 or a 1:2 condensation product 8. To the contrary alicyclic and heterocyclic β‐oxo‐esters formed in the above reaction only derivatives 7. The proposed mechanism of the formation of 7 involving a novel N‐carbonylation reaction was proved by the isolation of the by‐products and the intermediate of the reaction. Repeating the above reaction with a γ‐oxo‐ester, namely the ethyl levulinate, derivatives 17 and 18, respectively, representing two new ring systems were obtained.
A three‐step pyridoannelation of carbonyl compounds
Authors: Chelucci Giorgio , Gladiali Serafino , Marchetti Mauro 
Published: April 2009

AbstractThe elaboration of a pyridine nucleus onto an α‐methylene carbonyl compound can be accomplished through a three step reaction sequence based on the regiospecific alkylation of N,N‐dimethylhydrazones with bromoethyl‐1,3‐dioxolane. Scope and limitations of the new method are considered.
Photolysis of cis‐1,2‐dihydroxyindane carbonate and cw‐1,2‐dihydroxy‐1,2,3,4‐tetrahydronaphthalene carbonate
Authors: White Rick C. , Drew Phil , Moorman Richard 
Published: April 2009

AbstractCyclic carbonate esters 2 and 3 were prepared and the photochemistry studied. The direct irradiation of these esters produces 1,3‐diradicals which undergo either ring closure to form epoxides, H migration to form ketones or Grob type fragmentation processes which lead to products via ring expansion or contraction.
Synthesis of 2/6‐(polychloromethyl)pyridine‐carboxylates
Authors: Chupp John P. , Smith Lowell R. 
Published: April 2009

AbstractDue to their relationship to certain bio‐active 2,6‐(polyfluoromethyl)‐3,5‐pyridinedicarboxylates 12, methodology was developed to prepare new, but analogous 2/6 (polychloromethyl)pyridinecarboxylates 6, 9, 10, 13, 18 and 20. Successful methods to prepare these materials include several chlorination procedures, mixed Hantzsch sequences, and aluminum chloride interchanges with 12 and 16.
A reassignment of the 13C‐NMR spectrum of the alkaloid ajmaline through the use of two‐dimensional nmr techniques
Authors: Johnston Milton D. , Soltero Luis R. , Martin Gary E. 
Published: April 2009

AbstractThe reassignment of the 13C chemical nmr spectrum of the alkaloid, ajmaline, is reported. An earlier assignment based on analogy to other alkaloids and deductions from molecular orbital theory was found to be partially in error. The present study uses broadband decoupled (both dimensions) proton‐carbon shift correlation and long‐range proton‐carbon chemical shift correlation techniques. These experiments, in conjunction with earlier work by others on the assignment of the proton spectra, suffice to now unequivocably assign the 13C nmr spectrum of the title compound.
Acid induced reactions of a sydnone ketoxime
Authors: Saljoughian Manouchehr , Turnbull Kenneth 
Published: April 2009

Abstract3‐(2‐Acetylphenyl)sydnone oxime 1a reacts with acids (methanesulfonic‐, p‐toluenesulfonic, trifluoroacetic‐acid or Amberlite IR 118) to give products apparently derived from protonation of the oxime oxygen or nitrogen atom followed by cyclization to the sydnone ring or interception by water.
Meso‐[2.2]paracyclophanyltriphenylporphyrin: A simple representative of cyclophanylporphyrins
Authors: Czuchajowski Leszek , Goszczynski Stefan , Wheeler Dale E. , Wisor Antoni K. , Malinski Tadeusz 
Published: April 2009

Abstract(R + S)Meso‐[2.2]Paracyclophanyltriphenylporphyrin 3, a member of a novel class of cyclophanylporphyrins, was obtained and characterized by spectroscopic and electrochemical methods. Compared to meso‐tetra[2.2]paracyclophanylporphyrin 1, it represents a simplified structure designed for the investigation of electronic interactions between the [2.2]paracyclophane moiety and porphyrin core and for use in metallation reactions.
Synthesis and cycloaddition reactions of ethyl glyoxylate imines. Synthesis of substituted furo‐[3,2‐c]quinolines and 7H‐indeno[2,1‐c]quinolines
Authors: Borrione Elisabetta , Prato Maurizio , Scorrano Gianfranco , Stivanello Mariano , Lucchini Vittorio 
Published: April 2009

AbstractLewis acid catalyzed cycloaddition reactions of ethyl glyoxylate imines to dihydrofuran and indene yield substituted hexahydrofuro[3,2‐c]‐ and tetrahydro‐7H‐indeno[2,1‐c]quinolines respectively. Oxidation of the adducts with 2,3‐dichloro‐5,6‐dicyanobenzoquinone affords the corresponding aromatic compounds.