bluuebunny/crossref_metadata_2025_split huggingface dataset:
On the formation of homo‐azasteroidal esters of N,N‐bis(2‐chloroethyl)aminobenzoic acid isomers and their antitumor activity
Authors: Anastasiou A. , Catsoulacos P. , Papageorgiou A. , Margariti E. 
Published: March 2009

AbstractThe N, N‐bis(2‐chloroethyl)aminobenzoate isomers and the 4‐methyl‐3‐N, N‐bis(2‐chloro‐ethyl)aminobenzoate of 3β‐hydroxy‐13α‐amino‐13,17‐seco‐5α‐androstan‐17‐oic‐13,17‐lactam, 3α‐hydroxy‐13α‐amino‐13,17‐seco‐5α‐androstan‐17‐oic‐13,17‐lactam, 3α‐hydroxy‐13α‐amino‐13,17‐seco‐5‐androsten‐17‐oic‐13,17‐lactam and 17β‐hydroxy‐3‐aza‐A‐homo‐4α‐androsten‐4‐one, have been prepared and their biological activity evaluated against P388 leukemia in vivo and Ehrlich Ascites tumor (EAT), P388 and L1210 leukemias and Baby Hamster cells (BHK) in vitro. The esters in which the alkylating congener is linked to the lactam alcohol in the axial position are inactive in vivo in P388 leukemia, while compounds 1, 4, 6, 13, 14 and the alkylating congeners 17, 18 and 20 are active. The effect of the homo‐azasteroidal of N, N‐bis(2‐chloroethyl)aminobenzoic acid isomers and of 4‐methyl‐3‐N, N‐bis(2‐chloroethyl)aminobenzoic acid on the incorporation of the radioactive precursor into the DNA of L1210, P388 leukemias, Ehrlich ascites tumor and, baby Hamster kidney cells was investigated. Higher inhibitory effects on the incorporation of the radioactive precursor was obtained with the ortho derivatives, yielding <70% inhibition of thymidine incorporation in all tumor lines tested.
Photochemical reactivity of 9‐vinyladenine with diethyl fumarate
Authors: D'Auria Maurizio , Vantaggi Anna 
Published: March 2009

AbstractThe photochemical reaction between 9‐vinyladenine (2) and diethyl fumarate (4) gave an unusual photoadduct, epimers 4 and 5, probably derived from attack of the vinyl group on N‐3 and reaction of diethyl fumarate on N‐9 and N‐6.
Synthesis of 1,4‐dihydro‐4‐oxopyrrolo[1,2‐b]pyridazine‐3‐carboxylic acids and 1,4‐dihydro‐4‐oxoimidazo[1,5‐b]pyridazine‐3‐carboxylic acids as potential antibacterial agents
Authors: Ruxer J. M. , Lachoux C. , Ousset J. B. , Torregrosa J. L. , Mattioda G. 
Published: March 2009

AbstractTo check the antibacterial potential of two families of aza analogues of the quinolones, 1,4‐dihydro‐4‐oxopyrrolo[1,2‐b]pyridazine‐3‐carboxylic acids and 1,4‐dihydro‐4‐oxoimidazo[1,5‐b]pyridazine‐3‐carboxylic acids, we have prepared a few derivatives in theses families using N‐aminopyrrole and N‐aminoimidazole derivatives as starting building blocks and the classical pathways of the quinolone series. The compounds showed no interesting antibacterial activity.
Synthesis of 4,4‐disubstituted piperidine analogs of (±)‐cis‐N‐[1‐(2‐hydroxy‐2‐phenylethyl)‐3‐methyl‐4‐piperidyl]‐N‐phenylpropanamide
Authors: Brine G. A. , Stark P. A. , Carroll F. I. , Singh P. 
Published: March 2009

AbstractCondensation of (±)‐1‐benzyl‐3‐methyl‐4‐piperidone (1) with aniline followed by trapping of the intermediate imine with cyanide generated a mixture of isomeric nitriles 2A and 2B, the structures of which were established unambiguously by obtaining an X‐ray crystal structure on nitrile 2B. Subsequent elaboration of the nitrile intermediates provided analogs of (±)‐cis‐N‐[1‐(2‐hydroxy‐2‐phenylethyl)‐3‐methyl‐4‐piperidyl]‐N‐phenylpropanamide having a second substituent (carbomethoxyl, carboethoxyl, methoxymethyl) at the piper‐idine 4‐position. The conversion of the carboxamide intermediates 3A and 3B to the carboalkoxyl intermediates 5A, 5B and 6A was accomplished utilizing a modified esterification procedure. Proton nmr data are presented for both the final products and the key synthetic intermediates.
Synthesis and NMR characterization of 4‐[(2‐tetrahydro‐pyranyloxy)methyl]piperidine and intermediates
Authors: Petric Andrej , Barrio Jorge R. 
Published: March 2009

Abstract4‐(Hydroxymethyl)piperidine was selectively protected with tetrahydropyranyl group in several steps to give the title compound. Use of 1H and 19F nmr spectra in structure determination is discussed.
The versatile chemistry of thiophenes: The effects of b‐side contra c‐side annelation on reactivity
Authors: Gronowitz Salo 
Published: March 2009

AbstractThe synthesis of the nine dithienopyridines and twenty‐four thienonaphthyridines with angular annelation is described. They are all conveniently obtained by Pd(0)‐catalysed couplings between heterocyclic o‐formylboronic acids or o‐formylstannyl derivatives with heterocyclic o‐amino‐halo derivatives. The effect of the use of silver oxide and cupric oxide as co‐reagent is discussed.Differences in electrophilic substitution, metalation and cycloaddition of b‐ and c‐fused isomers is treated. Theoretical calculations at the RHF/3–21G* level are in agreement with the orientation and reactivity in the nitration of dithieno[3,4‐b:3′,4′‐d] pyridine and dithieno[2,3‐b:3′,2′‐d] pyridine observed experimentally. The preparation of N‐oxides of the above‐mentioned ring‐systems and their reactivity will also be discussed.
An efficient synthesis of chlorinated imidazoles throughtert‐butyldimethylsilyloxy derivatives
Authors: Estenne Geneviève , Leclerc Gr̀rard , Dodey Pierre , Renaut Patrice 
Published: March 2009

AbstractThe protection of 2‐substituted imidazole‐5‐methanol derivatives bytert‐BDMS allowed the chlorination of the heterocycle in position 4 with good yield whereas direct chlorination on the imidazole alcohol was unsuccessful.
Synthesis of 5,6‐dihydro‐4H‐pyrrolo[1,2‐a][1,4]benzodiazepine and 10,11‐dihydro‐5H,12H‐pyrrolo[2,1‐c][1,4]benzodiazocine derivatives via cyclization of 2‐aminomethylpyrroles
Authors: Korakas D. , Varvounis G. 
Published: March 2009

AbstractWe have synthesized pyrrolo[1,2‐α][1,4]benzodiazepine 6 and pyrrolo[2,1‐c][1,4]benzodiazocines 12 and 13 from the corresponding 1‐arylpyrrole 1d and 1‐benzylpyrroles 7a and 7b by routes involving four and five steps, respectively.
Conversion of N‐arylglycolohydroxamic acids to 1,2,3‐oxathiazolidin‐4‐one 2,2‐dioxides
Authors: Geffken Detlef , Geisel Sabine 
Published: March 2009

AbstractN‐Arylglycolohydroxamic acids 1A are converted by in situ prepared 2,2′‐dipyridyl sulfite to 1,2,3‐oxathiazolidin‐4‐one 2,2‐dioxides 5, the formation of which can be rationalized via a radical pair mechanism. The alkylating potential of the heterocyclic system 5 is demonstrated by the alkaline ethanolysis giving rise to the open chained 2‐ethoxypropionanilide 6.
Nitrosation of methyl and phenyl styryl ketoximes under oxygen. Formation of 4‐nitro‐1‐hydroxypyrazole 2‐oxides and 3,5‐diphenyl‐4‐nitrato‐4,5‐dihydroisoxazole
Authors: Hansen John F. , Georgiou Paul J. 
Published: March 2009

AbstractThe nitrosation of the oximes of 4‐phenyl‐3‐buten‐2‐one and 1,3‐diphenyl‐2‐propen‐1‐one under oxygen has been reinvestigated. In addition to 4‐oxo‐ and 4‐oximino‐4H‐pyrazole 1,2‐dioxides previously reported, the reactions give 4‐nitro‐1‐hydroxypyrazole 2‐oxides. In the case of 1,3‐diphenyl‐2‐propen‐1‐one oxime the nitrosation reaction also gives 3,5‐diphenyl‐4‐nitrato‐4,5‐dihydroisoxazole. Evidence is presented suggesting that the nitrate ester is formed through the rearrangement of a peroxynitrite intermediate.
Studies on the hydrogenation of 6‐(hydroxymethyl)pyridine‐2‐carboxylates and its application to the synthesis of 6‐(hydroxymethyl)piperidine‐2‐carboxylic acid derivatives
Authors: Bolós Jordi , Gubert Santiago , Anglada Lluís , Pérez Angel , Sacristán Aurelio , Ortiz José A. 
Published: March 2009

AbstractThe synthesis of the novel amino acid 6‐(hydroxymethyl)‐2‐piperidinecarboxylic acid (1a) and its ethyl ester 1b is reported. In the hydrogenation of 6‐(hydroxymethyl)pyridine‐2‐carboxylates, hydrogenolysis of the alcohol group appeared as an unusual side reaction. Optimization of the reaction conditions allowed us to minimize hydrogenolysis and afforded pure 1.
Aminothiazole derivatives. II. A facile synthesis of condensed 4‐aminothiazole derivatives using α‐bromolactams and thioamides
Authors: Uchikawa Osamu , Aono Tetsuya 
Published: March 2009

AbstractThe reaction of an α‐bromolactam with a thioamide was found to give a cyclic 4‐aminothiazole derivative. Novel heterocyclic compounds such as 4,5,6,7‐tetrahydrothiazolo[4,5‐b]pyridines 10, 5,6,7,8‐tetrahydro‐4H‐thiazolo[4,5‐b]azepines 11, 4,5,6,7,8,9‐hexahydrothiazolo[4,5‐b]azocine 12 and 9,10‐dihydro‐4H‐thiazolo[4,5‐b][1]benzazepines 18 were thus prepared and the utility of this method in the construction of 4‐aminothiazole‐containing compounds was suggested.
Synthesis of 3‐[[(2‐benzimidazolyl)thio]methyl]‐1‐methyl‐1,8‐dihydrocycloheptapyrazol‐8‐ones
Authors: Kugishima Hideki , Horie Takahisa , Imafuku Kimiaki 
Published: March 2009

Abstract3‐(Bromoacetyl)tropolone was reacted with five 2‐mercaptobenzimidazoles to give 3‐[[(2‐benzimidazolyl)thio]acetyl]tropolones. These products were heated with methylhydrazine to afford 3‐[[(2‐benzimidazolyl)thio]methyl]‐1‐methyl‐1,8‐dihydrocycloheptapyrazol‐8‐ones. In these reactions, 1‐methyl‐3‐[(1‐methylhydrazino)methyl]‐1,8‐dihydrocycloheptapyrazol‐8‐one was isolated as a minor product.
Synthesis of N‐octylmonoaza‐15‐crown‐5 having a dodecylphosphoric acid functional group and the binding ability toward alkali metal cations
Authors: Habata Yoichi , Akabori Sadatoshi 
Published: March 2009

AbstractA new N‐octylmonoaza‐15‐crown‐5 having an alkylphosphoric acid functional group (3c) was synthesized. It was revealed that 3c selectively transported sodium ion under neutral source phase/acidic receiving phase condition, and selectively transported lithium ion under basic source phase/acidic receiving phase condition. From an ir and 13C nmr spectral study of the lithium hydroxide and sodium thiocyanate complexes of 3c, it is suggested that 3c does not incorporate cations into the three dimensional cavity using the crown ring and the phosphoric acid site, but that the crown and the phosphoric acid sites act on the cations independently; only the crown ether site of 3c significantly coordinates to the cations under neutral source phase condition, and the phosphate anion is mainly employed under basic conditions.
1,2,3‐Triazolodiazepines.I. Preparation and benzodiazepine receptor binding of 1‐benzyl‐ and 1‐phenethyl‐1,2,3‐triazolo‐[4,5‐b][1,4]diazepines
Authors: Biagi Giuliana , Giorgi Irene , Livi Oreste , Scartoni Valerio , Velo Silvia , Lucacchini Antonio , Senatore Generoso , Barili Pier Luigi 
Published: March 2009

AbstractSeveral new 1,2,3‐triazolo[4,5‐b][1,4]diazepines were prepared starting from 1‐benzyl‐1 and 1‐phenethyl‐4,5‐diamino‐1,2,3‐triazole2(Scheme 1), by condensation reactions with β‐diketones (Scheme 2), β‐ketoesters (Scheme 3), and diethyl malonates (Scheme 4). In the first case we obtained compounds3and4with basic properties, while the ester function condensations gave cyclic amide derivatives7, 8, 10, 12and13with acid properties. SomeN‐methyl derivatives11, 14and15were obtained from the cyclic amide compounds. Most of compounds were tested for their ability to displace [3H]flunitrazepam from bovine brain membranes but no compound showed benzodiazepine receptor binding affinity.
Steric fixation of bromovinyluracil: Synthesis of furo[2,3‐d]pyrimidine nucleosides
Authors: Eger Kurt , Jalalian Mohammad , Schmidt Mathias 
Published: March 2009

AbstractA new synthetic procedure for the preparation of 5,6‐dihydrofuro[2,3‐d]pyrimidin‐2(3H)‐one (3) and its deoxyriboside 8 is reported. Compound 3 undergoes nucleophilic reactions with various agents to yield 5‐substituted uracil derivatives. The dehydro derivative of 3, furo[2,3‐d]pyrimidin‐2(3H)‐one (18) was synthesized by cyclization of BVU 15, which made us develop a reproducible and high yield method for the synthesis of BV(D)U. Starting from 18, the α‐deoxyriboside 20 and the β‐riboside 22 were prepared.
Aldol reactions of γ‐ and ϵ‐methylene in 5‐membered heteroaromatic compounds
Authors: Lee Chang Kiu , Gong Jin Soon , Lee In‐Sook Han 
Published: March 2009

Abstract5‐Methyl‐2‐thiophenecarboxaldehyde (1a) and 3‐methyl‐2‐thiophenecarboxaldehyde (6) underwent intermolecular aldol reactions in which the methyl group behaved as active methylene in the presence of potassium cyanide. 5‐Methylfurfural (1b) gave only 5,5′‐dimethylfuroin in the presence of potassium cyanide. But 1b formed an intermolecular aldol reaction product when sodium hydroxide was used.
Thiazolo[4,5‐d]pyrimidines. Part I. synthesis and anti‐human cytomegalovirus (HCMV) activity in vitro of certain alkyl derivatives
Authors: Lewis Arthur F. , Revankar Ganapathi R. , Fennewald Susan M. , Rando Robert F. , Huffman John H. 
Published: March 2009

AbstractAlkyl derivatives of the thiazolo[4,5‐d]pyrimidine congeners of guanine and uracil were prepared and assessed for in vitro activity against human cytomegalovirus (HCMV). The finding that the 3‐pentyl 1b and 3‐hexyl 1c derivatives of 5‐aminothiazolo[4,5‐d]pyrimidine‐2,7(3H,6H)‐dione (1e) had potent in vitro anti‐HCMV activity prompted a broader study of alkyl derivatives in this ring system. A series of 3‐alkyl derivatives of 1e, viz. 1f‐w, were prepared by direct alkylation of the sodium salt of 1e and by subsequent modifications, 2a‐d. For comparison with 1c, 5‐amino‐2‐hexylaminothiazolo[4,5‐d]pyrimidin‐7(6H)‐one (4) was prepared and studied. The 3‐(2‐alkenyl) derivatives of 1e were found to be the more active antiviral agents with the Z isomer of 5‐amino‐3‐(2‐penten‐1‐yl)thiazolo[4,5‐d]pyrimidine‐2,7(3H,6H)‐dione (1f) having the better therapeutic index. Analogous 4‐(2‐alkenyl) derivatives of 2‐aminothiazolo[4,5‐d]pyrimidine‐5,7(4H,6H)‐dione 6a and 6b were also prepared but were found to have poor therapeutic indices. Single crystal X‐ray diffraction analysis was used to unequivocally establish the structure of 1f.
Synthesis and reactivities of 10‐S‐3 trithiadiazapentalene derivatives
Authors: Matsumura Noboru , Kusamiya Motoyuki , Inoue Hiroo , Yasui Masanori , Iwasaki Fujiko 
Published: March 2009

Abstract1,3‐Bis(p‐substituted‐phenylthiocarbamoyl)‐2‐imidazolidinethiones 3a‐f reacted with bromine to give trithiadiazapentalene derivatives 5a‐f, bearing the exocyclic C‐N double bonds, in moderate yields. The molecular structure of 5b was elucidated by the X‐ray crystallographic analysis. The treatment of 5b‐f with hydrochloric acid gave the ring‐opening products, 1,3‐bis(p‐substituted‐phenylthiocarbamoyl)‐2‐imidazo‐lidinones 9b‐f, accompanied by the production of elemental sulfur. Reduction of 5b, 5d, and 5e with sodium borohydride gave the ring‐opening compounds, 1,3‐bis(p‐substituted‐phenylthiocarbamoyl)‐2‐imidazolidines 13b, 13d, and 13e respectively.
A large scale synthesis of 3‐chloro‐5‐methoxypyridazine
Authors: Bryant Robert D. , Kunng Fen‐Ann , South Michael S. 
Published: March 2009

AbstractA large scale synthesis of 3‐chloro‐5‐methoxypyridazine was developed (18 moles) that relies on the protection of the pyridazinone nitrogen of 4,5‐dichloro‐3(2H)‐pyridazinone as the tetrahydropyranyl derivative 2. The 5‐chloro position of the protected pyridazinone was selectively displaced with methoxide to give 3 followed by catalytic hydrogenation of the 4‐chloro group to give 4. Removal of the protecting group with acid followed by phosphorous oxychloride treatment gave the target compound 6 in good yield. This route is superior to the previously described synthesis of this compound.
Formation of lactones in the heck reaction
Authors: Parker Julie A. , Stanforth Stephen P. 
Published: March 2009

AbstractThe Heck reaction of methyl 2‐bromobenzoate with methyl acrylate gave a mixture of alkene 1 and lactone 9. Acrylonitrile and methyl 2‐bromobenzoate gave lactone 10. Ethyl 2‐bromobenzoate and methyl acrylate or acrylonitrile gave the alkenes 2 and 4 respectively.
Synthesis of 1‐alkoxy‐5‐alkyluracils
Authors: Kim Dae‐Kee , Kim Ganghyeok , Lim Jinsoo , Kim Key H. 
Published: March 2009

Abstract1‐Alkoxy‐5‐alkyluracils 2a‐f have been prepared by the reaction of 2‐alkyl‐3‐methoxyacryloyl isocyanates 8a‐b with alkoxyamines 9a‐c followed by cyclization of the resulting N‐alkoxy‐N'‐(2‐alkyl‐3‐methoxyacryloyl)ureas 10a‐f. The isocyanates 8a‐b were prepared from ethyl 2‐alkylacrylates 3a‐b in 5 steps.
Convenient synthesis of mesitylene‐bridged hexaazamacrobicyclic compounds
Authors: Krakowiak Krzysztof E. , Bradshaw Jerald S. 
Published: March 2009

AbstractTwo mesitylene‐bridged hexaazamacrobicyclic ligands 1 and 2 were prepared by a three‐step process from available 2,4,6‐tris(bromomethyl)mesitylene (9) and N, N'‐di‐p‐tosylethylenediamine and N, N'‐di‐p‐tosyl‐1,3‐diaminopropane. First, mono‐BOC‐protected ditosylamines 5 and 6 were prepared by treating the two diamines with BOC‐O‐BOC. These mono‐BOC‐protected diamines were treated with the tris(bromomethyl)‐mesitylene followed by deprotection to give 2,4,6‐tris(2,5‐ditosyl‐2,5‐diazapentyl)mesitylene (3) and its 2,6‐diazahexyl analog 4. These latter intermediates were treated with tris(bromomethyl)mesitylene to give the mesitylene‐bridged hexaazamacrobicycles. This three‐step synthesis replaces the reported nine‐step process.
A convenient route to heteronaphthacenes
Authors: Markgraf J. Hodge , Patterson Daniel E. 
Published: March 2009

AbstractHeteronaphthacenes 1 were prepared in two steps from 1,3‐dihydrobenzo[c]thiophene 2,2‐dioxide (4) and dienophiles 2 via convenient high‐temperature Diels‐Alder reactions.
Design of antineoplastic agents on the basis of the “2‐phenyl‐naphthalene‐type” structural pattern. 3. synthesis and biological activity evaluation of 5H‐benzo[b]naphtho‐[2,3‐d]pyrrole‐6,11‐dione derivatives
Authors: Luo Yi‐Lin , Chou Ting‐Chao , Cheng C. C. 
Published: March 2009

AbstractA number of 5H‐Benzo[b]naphtho[2,3‐d]pyrrole‐6,11‐dione derivatives were synthesized. Their biological activity was compared with that of the corresponding benzoxazolo‐ and benzthiazolo‐analogues.
Synthesis and reactions of 9,10‐diazatetracyclo‐[6.3.0.0.4,110.5,9]undecanes
Authors: Gribble Gordon W. , Hirth Bradford H. 
Published: March 2009

AbstractThe tandem 1,3‐dipolar cycloaddition between sydnones and 1,5‐cyclooctadiene provides 9,10‐diazatetracyclo[6.3.0.0.4,110.5,9]undecanes (the Weintraub reaction) in modest to good yields.
The isolation and structure determination of cryptomisrine, a novel indolo[3,2‐b]quinoline dimeric alkaloid from cryptolepis sanguinolenta
Authors: Sharaf Maged H. M. , Schiff Paul L. , Tackie Albert N. , Phoebe Charles H. , Johnson Robert L. , Minick Doug , Crouch Ronald C. , Martin Gary E. , Andrews C. Webster 
Published: March 2009

AbstractThe isolation and structure determination of cryptomisrine, a novel indolo[3,2‐b]quinoline dimeric alkaloid obtained from extracts of the roots of the Ghanaian medicinal plant Cryptolepis sanguinolenta is reported. The structure determination was made via a consideration of the spectral data, including uv, ir, nmr, and mass spectra. In particular, one‐dimensional proton/carbon nmr, one‐dimensional nOe difference nmr, and a series of homonuclear (COSY) and inverse‐detected heteronuclear two‐dimensional (HMQC, HMBC) experiments were utilized, as well as high resolution FABMS. Cryptomisrine is most unusual in that its two monomeric parts apparently exist in such a C2 symmetric environment that only one set of proton and carbon nmr resonances are observed. Cryptomisrine is the first example of a dimeric indolo‐[3,2‐b]quinoline alkaloid to have been isolated from nature.
One‐pot synthesis of some 2H‐Pyran‐2‐one derivatives
Authors: Kepe Vladimir , Kočevar Marijan , Polanc Slovenko 
Published: March 2009

AbstractA one‐pot synthesis of various 2H‐pyran‐2‐one derivatives 5–19 starting from methyl ketones 1, N,N‐dimethylformamide dimethyl acetal and N‐acylglycines 3 in acetic anhydride is described.
Generation and reactivity of N,N‐dimethylaminobenzotriazolylcarbene a new nucleophilic carbene
Authors: Katritzky Alan R. , Cheng Dai , Leeming Peter , Ghiviriga Ion , Hartshorn Chris M. , Steel Peter J. 
Published: March 2009

AbstractN,N‐Dimethylaminobenzotriazolylcarbene (5) reacted with phenyl isocyanate in a [1+2+2] cycloaddition and then with nucleophiles to generate various hydantoins 10 in a one‐pot procedure. It was also found that this novel carbene reacted with trans‐dibenzoylethylene (11) in a [1+4] cycloaddition, generating 2‐dimethylamino‐3‐benzoyl‐5‐phenylfuran (13) and 2‐phenyl‐3‐[benzotriazol‐1‐yl]‐4‐benzoylfuran (14) whose structures were confirmed by 1H‐13C long range correlations as well as the structure of furan 14 being confirmed by X‐ray crystallography.
The synthesis and structure of a new type of aromatic heterocyclic macrocycle. IV. Synthesis of a 1,3,4‐oxadiazole‐containing azomacrocycle
Authors: Zheng Shengping , Wang Shu , Hua Wenting 
Published: March 2009

AbstractA novel azomacrocycle containing the 1,3,4‐oxadiazole ring has been prepared from 2,5‐bis[3‐(4‐hydroxyphenylazo)phenyl]‐1,3,4‐oxadiazole 5 and 2,5‐bis(2‐chloromethlylphenyl)‐1,3,4‐oxadiazole 8. The coupling reaction between the diazonium salt 4 and bisphenol A has been reported.
Conversion of 3‐hydroxy‐1,2,3,4‐tetrahydroquinoline‐2,4‐diones to 2,3a,4,5‐tetrahydrofuro[2,3‐c]quinoline‐2,4‐diones via an intramolecular wittig reaction
Authors: Klásek Antonín , Kafka Stanislav 
Published: March 2009

AbstractThe preparation of 2,3a,4,5‐tetrahydrofuro[2,3‐c]quinoline‐2,4‐diones starting from 3‐hydroxy‐1,2,3,4‐tetrahydroquinoline‐2,4‐diones and using the reaction path via bromoacetylderivatives and triphenylphosphonioacetyl derivatives of the initial substances is described. The nmr spectra of the products are discussed.
1,3‐cycloaddition reactions of 2‐oxo‐2H‐[1]benzopyran‐4‐carbonitrile N‐oxide. Synthesis of several new 4‐substituted coumarins
Authors: Nicolaides Demetrios N. , Fylaktakidou Konstantina C. , Litinas Konstantinos E. , Papageorgiou George K. , Hadjipavlou‐Litina Dimitra J. 
Published: March 2009

Abstract1,3‐Cycloaddition reactions of new 2‐oxo‐2H‐[1]benzopyran‐4‐carbonitrile N‐oxide 2 with dipolarophiles, o‐aminophenols and o‐phenylenediamine resulted in 4‐heterocyclic substituted coumarin derivatives. These derivatives are screened for antiinflammatory activity in vitro through their antiproteolytic activity, the interaction with 1,1‐diphenyl‐2‐picrylhydrazyl and the ability to affect superoxide anion and to inhibit β‐glucuronidase and soybean lipoxygenase.
A facile synthesis of 3‐substituted 2‐cyanoquinazolin‐4(3H)‐ones and 3‐alkyl‐2‐cyanothieno[3,2‐d]pyrimidin‐4(3H)‐ones via 1,2,3‐dithiazoles
Authors: Lee Hyi‐Seung , Chang Yong‐Goo , Kim Kyongtae 
Published: March 2009

AbstractThe reaction of methyl anthranilate with 4,5‐dichloro‐1,2,3‐dithiazolium chloride (Appel's salt) in the presence of pyridine (2 equivalents) in dichloromethane at room temperature gave methyl N‐(4‐chloro‐5H‐1,2,3‐dithiazol‐5‐ylidene)anthranilate (3a) (50% yield), which reacted with sterically less hindered primary alkylamines to give directly 3‐alkyl‐2‐cyanoquinazolin‐4(3H)‐ones 5 in moderate to good yields. With tert‐butylamine, N‐(2‐methoxycarbonylphenyl)iminocyanomethyl N‐(tert‐butyl) disulfide 7 and methyl 2‐(N‐cyanothioformamido)anthranilate (8) were isolated in 33% and 59% yields, respectively. The cyano group of quinazoline 5a (R = CH3) is readily displaced by various nucleophiles to give 2‐substituted quinazolinones 11–19, which indicates that compounds 5 can be utilized as starting materials for the synthesis of new 2‐substituted quinazolines. Similarly 3‐alkyl‐2‐cyanomieno[3,2,‐d]pyrimidin‐4(3H)‐ones 22 were prepared from methyl 3‐[N‐(4‐chloro‐5H‐1,2,3‐dimiazol‐5‐ylidene)]‐2‐thiophencarboxylate (21) in moderate to good yields.