bluuebunny/crossref_metadata_2025_split huggingface dataset:
4‐(Trinitromethyl)tetrahydro‐2‐furanol and 4‐(fluorodinitromethyl)tetrahydro‐2‐furanol via lactone reduction with borane. The preparation of cis/trans‐2‐polynitroalkoxy‐4‐polynitromethyltetrahydrofurans
Authors: Sitzmann Michael E. , Gilligan William H. 
Published: March 2009

AbstractNormally borane reduces lactones too rapidly to allow the isolation of intermediates but 4‐(trinitromethyl)‐tetrahydro‐2‐furanol and 4‐(fluorodinitromethyl)tetrahydro‐2‐furanol are isolated in 72 and 36% yield from the reduction of 4‐hydroxy‐3‐(trinitromethyl)butyric acid, γ‐lactone and 4‐hydroxy‐3‐(fluorodinitromethyl)‐butyric acid, γ‐lactone with borane‐tetrahydrofuran complex. The preparation of 2‐polynitroalkoxy‐4‐polynitromethyltetrahydrofurans from the 2‐furanols is described.
Polycyclic N‐hetero compounds. XX. Synthesis of 11,13,15‐triazasteroid with an alkyl group in the d‐ring and an investigation of its antidepressive activity
Authors: Hirota Takashi , Kawanishi Keiko , Sasaki Kenji , Namba Tetsuto , Iwadoh Akimasa , Hayakawa Shohei 
Published: March 2009

Abstract11,13,15‐Triazasteroidal skeleton with an alkyl group in the D‐ring was synthesized and it was screened for antidepressive activity. Compounds VIIId and XIIa exhibited antireserpine action.
Preparation and properties of electron donor acceptor complexes of the compounds having capto‐dative substituents
Authors: Sugimoto Akira , Kotani Takeshi , Tsujimoto Junko , Yoneda Shigeo 
Published: March 2009

AbstractIn order to examine the “capto‐dative” substitution‐effect on the electrical conductivity, five compounds which have capto‐dative substituents were prepared. Electron withdrawing (capto) group was nitro‐ or cyano‐substituted phenyl and electron donating (dative) one was 5‐methyl‐5,10‐dihydrophenazinyl moiety. The character of intramolecular electron donor acceptor complex of the five compounds were demonstrated by their uv spectra. Electron donor acceptor complexes of them with tetracyanoquinodimethane were prepared and their electrical resistivities were measured.
Gas phase reactivity of cation radicals and protonated species from isomeric C4H8S thioethers
Authors: Paradisi C. , Visentini A. , Traldi P. 
Published: March 2009

AbstractFour isomeric thioethers, 2,3‐dimethylthiirane (1), 2‐methylthietane (2), tetrahydrothiophene (3), and allyl methyl thioether (4), have been subjected to mass spectrometric analysis in the gas phase, under electron impact (El) and chemical ionization (CI) conditions. The metastable molecular ions M+′ generated from 1‐4 under EI (70 eV) conditions give distinct patterns of unimolecular fragmentation, thus indicating that isomer interconversion reactions are slower than dissociation (a possible exception, to some extent, is the case of [M2]+′ and [M2]+′). The change of the relative intensities of some prominent peaks with increasing ion lifetime (decomposition within the ion source, the first, and the second field‐free regions of the mass spectrometer) is pointed out. Metastable [MH]+ ions, generated from 1‐4 in chemical ionization experiments with CH4, all eliminate H2 and H2S, although in different relative proportions. In addition to these processes protonated 4 also undergoes loss of C2H4 and C3H6, likely from a C‐protonated structure.
1, 3‐dipolar cycloaddition of diazomethane to azolopyridazines. The synthesis of 8‐methyl‐8H‐ and 9‐methyl‐9H‐pyrazolo[3, 4‐d]‐s‐triazolo[4, 3‐b]pyridazine and 1‐methyl‐1H‐ and 2‐methyl‐2H‐imidazo[1, 2‐b]pyrazolo[3, 4‐b]pyridazine derivatives
Authors: Merslavič Marjo , Petrič Andrej , Stanovnik Branko , Tišler Miha 
Published: March 2009

AbstractThe transformations of 7‐methyl‐7H‐ and 8‐methyl‐8H‐pyrazolo[4, 3‐d]tetrazolo[1, 5‐b]pyridazines 1, 2, 9 and 10 into 8‐methyl‐8H‐ and 9‐methyl‐9H‐pyrazolo[3, 4‐H]‐s‐triazolo[4, 3‐b]pyridazines 7 and 8, and 1‐methyl‐1H‐and 2‐methyl‐2H‐imidazo[1, 2‐b]pyrazolo[3, 4‐d]pyridazines 13 and 14 are described.
The synthesis of derivatives of new tetracyclic heterocyclic systems pyrazolo‐bis‐azolopyridazines
Authors: Merslavič Marjo , Stanovnik Branko , Tišler Miha 
Published: March 2009

AbstractThe synthesis of new tetracyclic systems and new stable tautomers of known systems 11H‐ 13 and 10H‐imidazo[1, 2‐b]pyrazolo[4, 3‐d]‐s‐triazolo[3, 4‐f]pyridazine 16, 9H‐pyrazolo[3, 4‐d]bis‐s‐triazolo[4, 3‐6:5′,1‐f]‐pyridazine 15, 10H‐pyrazolo[3, 4‐d]bis‐s‐triazolo[4, 3‐b:3′,4′‐f]pyridazine 17, and 10H‐pyrazolo[4, 3‐d)bis‐s‐triazolo[4, 3‐6:5′,1′‐f]pvridazine 18 is described.
A new fused heterocyclic system: 6H‐pyrazolo[3, 4‐c][1, 2, 5]thiadiazine 2, 2‐dioxide
Authors: Vicentini C. B. , Veronese A. C. , Poli T. , Guarneri M. , Giori P. , Ferretti V. 
Published: March 2009

AbstractA base‐promoted cyclodehydration of 4‐nitroso‐5‐alkylsulfonylamidopyrazoles 3 afforded 6H‐pyrazolo‐[3, 4‐c][1, 2, 5]thiadiazine 2, 2‐dioxide (4). The structure of 4 was confirmed through X‐ray analysis.
FAB‐Induced deprotonation, elimination and decomposition of 1,3‐dithiolane S‐oxides
Authors: Bortolini O. , Traldi P. 
Published: March 2009

AbstractThe gas‐phase unimolecular decomposition of [M‐H]− of 1,3‐dithiolane S‐oxides has been studied using Fast Atom Bombardment (FAB) for anion generation. A comparison with the reactivity in solution is made and some differences or similarities with the chemistry in the gas‐phase are discussed. The decomposition pathways of the molecules under investigation are function of the substituents.
Polycyclic N‐hetero compounds. XXXII Synthesis and antidepressive evaluation of B‐homo‐11,13,15‐triazasteroids and their precursors
Authors: Hirota Takashi , Sasaki Kenji , Ieno Katsuhiro , Sekiya Yuhki , Nakayama Taiji 
Published: March 2009

AbstractSynthesis of 4‐(2‐hydroxyethylamino)‐6,7‐dihydro‐5H‐benzo[6,7]cyclohepta[1,2‐d]pyrimidine derivatives V and their cyclized products, B‐homo‐11,13,15‐triazasteroidal compounds VI and VII, are described. These products were screened to evaluate the antidepressive activity.
An activated trifluoromethyl group as a new synthon for 4,5‐dihydro‐1H‐imidazole and 1,4,5,6‐tetrahydropyrimidine systems
Authors: Wydra Roman L. , Patterson Steven E. , Strekowski Lucjan 
Published: March 2009

AbstractTreatment of 4‐(trifluoromethyl)benzenamine 1a and 2‐(trifluoromethyl)benzamine 1b with lithium 2‐aminoethylamide gives 2‐(4‐aminophenyl)‐4,5‐dihydro‐1H‐imidazole 3a and 2‐(2‐aminophenyl)‐4,5‐dihydro‐1H‐imidazole 3b, respectively. Similar reactions of 1a and 1b with lithium 3‐aminopropylamide produce the respective 2‐(aminophenyl)‐1,4,5,6‐tetrahydropyrimidines 4a and 4b. 3‐(Trifluoromethyl)benzenamine 1c is recovered unchanged from analogous mixtures. The mechanism is discussed.
5‐Heteroaryl‐2‐thiophenecarboxylic acids: Oxazoles and oxadiazoles
Authors: Goddard Carl J. 
Published: March 2009

AbstractThe synthesis of novel thiophene‐2‐carboxylic acids bearing alkyl and aryl‐substituted oxazole and oxadiazole rings is reported. Sequential functionalization of the key precursor, 5‐formyl‐2‐thiophenecarboxylic acid furnished the intermediate carboxylic acid esters which were converted into desired acids by basic cleavage.
1,3‐Dipolar cycle‐addition of 2‐diazoalkanes to pyridazin‐3(2H)‐one derivatives. The formation of 3H‐pyrazolo[3,4‐d]pyridazin‐4(5H)‐one and 3H‐pyrazolo[3,4‐d]pyridazin‐7(6H)‐one derivatives
Authors: Štimac Anton , Stanovnik Branko , Tišler Miha 
Published: March 2009

Abstract1,3‐Dipolar cycloadditions of diazoalkanes to pyridazin‐3(2H)‐ones 1–7 and pyridazin‐3(2H)‐thiones 8 and 9 are regioselective producing 3H‐pyrazolo[3,4‐d]pyridazin‐4(5H)‐ones 15–19, 27–29 and 34–38 as the major products. In some instances, the isomeric 3H‐pyrazolo[3,4‐d]pyridazin‐7(6H)‐ones, such as 20 and 23 were isolated as the minor products. From 3 and 6 the primary 3a,7a‐dihydro cycloadducts 25 and 26, and rearranged 1,2‐dihydro intermediate 31 were isolated. From 10 and 1‐diazoindane the isomeric exo‐ and endospiro products 39 and 40 were formed.
Substituent effect on oxidative cyclization of aldehyde thiosemicarbazones with ferric chloride
Authors: Noto Renato , Buccheri Francesco , Cusmano Giuseppe , Gruttadauria Michelangelo , Werber Giuseppe 
Published: March 2009

AbstractThe reactivity of aldehyde thiosemicarbazones 1 with ferric chloride solutions was examined. When compounds 1 are not substituted on the N‐2 nitrogen atom formation of 1,3,4‐thiadiazole 3 heterocyclic ring was observed. In contrast 1,2,4‐triazoline 4 and/or 1,3,4‐thiadiazoline 5 heterocyclic rings were afforded when N‐2 nitrogen atom carried a methyl or a phenyl group. The reaction mechanism is also discussed.
Complete assignment of the 1H and 13C NMR Spectra of 11,12‐Dimethoxy[1]benzothieno[3,2‐a]‐4,7‐phenanthroline and its 8‐Chloro Analogue: Concerted Use of Two‐Dimensional NMR Techniques
Authors: Musmar M. J. , Castle Raymond N. 
Published: March 2009

AbstractThe 1H and 13C nmr spectra of 11,12‐dimethoxy[1]benzothieno[3,2‐a]‐4,7‐phenanthroline and its 8‐chloro precursor were totally assigned using a combination of two‐dimensional nmr techniques. After correlation of the majority of the proton signals by a COSY spectrum and one‐bond heteronuclear correlation, the full assignment of the 1H and 13C nmr spectra of the novel heterocyclic compounds required the application of long‐range CH coupling information particularly for quaternary carbon resonance assignments and the orientations of individual spin systems relative to one another. Key long‐range heteronuclear couplings in both compounds served to confirm the one‐bond heteronuclear correlations. Unequivocal interpretation of the spectral data leads to the complete assignments of the resonances.
Fused pyrimidines. 5. Methylated pyrimido[4,5‐d]pyrimidines
Authors: Delia Thomas J. , Baumann Markus 
Published: March 2009

AbstractThe Mannich reaction has been applied to pyrimidines possessing activating groups at positions 2, 4, and 6 and that have a methyl group attached at a ring nitrogen atom. The corresponding tetrahydropyrimido[4,5‐d]pyrimidines were obtained. In one case there was a possibility of isomer formation. Chemical reactivity was not successful in determining the structure but through an nmr program called INAPT, a version of INEPT, we were able to assign the structure as that of 6.
Rearrangements of pyrrole and indole substituted enol esters of cyclohexane‐1,3‐dione
Authors: Oliver James E. , Lusby William R. , Waters Rolland M. 
Published: March 2009

AbstractEnol esters 3a and 3b, from cyclohexane‐1,3‐dione and pyrrole‐2‐carbonyl chloride and indole‐2‐carbonyl chloride, respectively, rearranged in the presence of triethylamine to the enamino acids 7 and 12. In the presence of cyanide, 3b, also underwent the expected rearrangement to 4b, whereas only 7 was formed from 3a. Treatment of 7 with mercuric acetate in hot acetic acid resulted in decarboxylation and aromatization to phenol 9.
Hydrogenolysis of 1‐aminopyrazoles: Synthesis of primary and secondary alkylamines
Authors: Adembri G. , Camparini A. , Ponticelli F. , Scotton M. 
Published: March 2009

AbstractThe tautomerizable N‐aminopyrazolone 9, the O‐methyl 1 and N‐methyl derivatives 4 were condensed with carbonyl compounds to give the alkenylaminopyrazoles 12, 2a‐g and 5c, which, under mild conditions, were hydrogenated to the corresponding alkylamino derivatives. The subsequent hydrogenation of the latter ones gave different results according to the structure of the starting material. The 5‐methoxy‐1‐alkylamino‐pyrazoles 3a‐g yielded the 5‐methoxypyrazole 15 and the corresponding primary amines in good yields. On the contrary, N‐methyl‐1‐alkylaminopyrazolone‐5 6c gave 1‐alkylpyrazolone‐3 8.
The synthesis of a potential anti‐cancer agent containing the caffeine and 1,2,4‐benzotriazine moieties
Authors: Parrick John , Mehta Lina K. , Hodgkiss Richard J. 
Published: March 2009

AbstractThe potential anti‐cancer agent 6 has been synthesised from 4‐(4‐chlorobutoxy)‐2‐nitroaniline, 15b by the conversion of the nitroaniline to the benzotriazine N‐oxide 16. Theophylline has been reacted with 16 to give the N‐oxide 9 and this has been oxidised to the required N,N'‐dioxide, 6. The compound 6 has been found to be ineffective as a radiosensitizer.
Deoxydative thiation of 3‐substituted pyridine N‐oxides with 4‐methoxytoluene‐α‐thiol: A divergent route to pyridinethiols
Authors: Sato Nobuhiro , Nagano Eiichi 
Published: March 2009

AbstractSynthesis of 3‐substituted 2‐pyridinethiols was achieved by thiation of pyridine N‐oxides with 4‐methoxytoluene‐α‐thiol in the presence of diethylcarbamoyl chloride followed by cleavage of the resulting sulfides. The ease of substitution was shown to be affected by nucleophilicity of the N‐oxide oxygen. Addition of zinc bromide to the reaction, a need for triethylamine, decreased most of the yield for thiation products but the formation of 3‐methoxy‐2‐methoxybenzylthiopyridine was only improved. A plausible mechanism of the substitution, particularly β‐thiation to the N‐oxide function, is discussed compared with the regiochemistry observed in the reaction with diethoxyphosphoryl chloride instead of diethylcarbamoyl chloride. The debenzylation to pyridinethiol was also found to be dependent on the electron‐density in the pyridine ring.
Furopyridines. XIII. Reaction of 2‐methylfuro[2,3‐b]‐, ‐[3,2‐b]‐, ‐[2,3‐c]‐ and ‐[3,2‐c]pyridines with lithium diisopropylamide
Authors: Shiotani Shunsaku 
Published: March 2009

AbstractLithiation of 2‐methylfuro[2,3‐b]‐ 1a, ‐[2,3‐c]‐ 1c and ‐[3,2‐c]pyridine 1d with lithium diisopropylamide at −75° and subsequent treatment with deuterium chloride in deuterium oxide afforded 2‐monodeuteriomethyl compounds 2a, 2c and 2d, while 2‐methylfuro[3,2‐b]pyridine 1b gave a mixture of 1b, 2b, 2‐methyl‐3‐deuteriofuro[3,2‐b]pyridine 2′b and 2‐(1‐proynyl)pyridin‐3‐ol 5. The same reaction of 1a at −40° gave 3‐(1,2‐propadienyl)pyridin‐2‐ol 3 and 3‐(2‐propynyl)pyridin‐2‐ol 4. Reaction of the lithio intermediates from 1a, 1c and 1d with benzaldehyde, propionaldehyde and acetone afforded the corresponding alcohol derivatives 6a, 6c, 6d, 7a, 7c, 7d, 8a, 8c and 8d in excellent yield; while the reaction of lithio intermediate from 1b gave the expected alcohols 6b and 8b in lower yields accompanied by formation of 3‐alkylated compounds 9, 11, 12 and compound 5. While reaction of the intermediates from 1a, 1b and 1d with N,N‐dimethylacetamide yielded the 2‐acetonyl compounds 13a, 13b and 13d in good yield, the same reaction of 1c did not give any acetylated product but recovery of the starting compound almost quantitatively.
A dual pathway in the solid‐state photoreaction of nitrobenzaldehydes with indole
Authors: Meng Ji‐Ben , Du Da‐Ming , Xiong Guo‐Xiang , Wang Wen‐Guang , Wang Yong‐Mei , Koshima Hideko , Matsuura Teruo 
Published: March 2009

AbstractThe solid‐state photoreaction of the mixed crystals between nitrobenzaldehydes and indole was found to give nitrophenyl‐(bis‐3‐indolyl)methane (3) and nitrophenyl‐(3‐indolyl)methanol (4). The structure of the ortho isomer 4c was established by X‐ray crystallographic analysis. A dual pathway from an oxetane intermediate 5 is proposed for the formation of 3 and 4.
Syntheses of 1‐substituted 1,2,4‐triazoles, imidazoles and benzimidazoles
Authors: Sharifian Abdollah , Parang Kaykavoos , Zorrieh‐Amirian Hassan , Nazarinia Mehrdad , Shafiee Abbas 
Published: March 2009

AbstractSubstituted 2‐phenethyl‐1,2,4‐triazoles, 1‐phenethylimidazoles 3 and 1‐phenethylbenzimidazoles 5 were synthesized from the reaction of compound 8 with tri‐n‐butyltin hydride in good yield. The reaction of substituted‐2‐phenethyl halide with 1H‐1,2,4‐triazoles, imidazoles and benzimidazoles gave a low yield. The yield was increased by the use of substituted‐2‐phenethyl p‐toluensulfonate.
Synthesis and herbicidal properties of 3‐(2‐oxo‐1‐imidazolidinyliminomethyl)indoles
Authors: Andreani Aldo , Locatelli Alessandra , Rambaldi Mirella 
Published: March 2009

AbstractThe reaction of 1‐substituted 2‐chloroindole‐3‐carboxaldehydes with 1‐amino‐2‐imidazolidinone gave a series of 1‐substituted 2‐chloro‐3‐(2‐oxo‐1‐imidazolidinyliminomethyl)indoles which were evaluated as potential herbicides. The level of biological activity was not sufficient to warrant further investigation.
Furopyridines. XV. Synthesis and properties of ethyl 2‐(3‐furo[2,3‐b]‐, ‐[3,2‐b]‐, ‐[2,3‐c]‐ and ‐[3,2‐c]pyridyl)acetate
Authors: Shiotani Shunsaku , Tsuno Masahiko , Tanaka Noriyasu , Tsuiki Miho , Itoh Makoto 
Published: March 2009

AbstractEthyl 2‐(3‐furopyridyl)acetates 10a‐d were synthesized from furopyridin‐3(2H)‐ones 4a‐d by the Wittig‐Horner reaction with diethyl cyanomethylphosphonate, hydrolysis and the subsequent esterification. Reaction of compounds 10a‐d with lithium diisopropylamide (IDA) gave the corresponding methylene‐lithiated intermediate, and the subsequent reaction with benzaldehyde, acetone and iodomethane afforded the methylene‐alkylated product respectively, while N,N‐dimethylacetamide did not give any reaction product. The 2‐position of 10a, b and d is alkylated by the lithiation with excess of LDA and the successive reaction with an electrophile.
The synthesis of novel polycyclic heterocyclic ring systems via photocyclization. 15. [1] Benzothieno[3′,2′:4,5]thieno[2,3‐c]quinoline, [1] benzothieno[3′,2′:4,5]thieno[2,3‐c][1,2,4]triazolo[4,3‐a]quinoline, [1] benzothieno[3′,2′:4,5]thieno[2,3‐c]tetrazolo[1,5‐a]quinoline, thieno[3′,2′:4,5]thieno[2,3‐c][1,2,4]triazolo[4,3‐a]quinoline, and thieno[3′,2′:4,5]thieno[2,3‐c]tetrazolo[1,5‐a]quinoline
Authors: Luo Jiann‐Kuan , Kudo Hirotaka , Federspiel Ronald F. , Castle Raymond N. 
Published: March 2009

AbstractThe synthesis of five novel polycyclic heterocyclic ring systems via photocyclization is reported. These are [1]benzothieno[3′,2′:4,5]thieno[2,3‐c]quinoline (1), [1]benzothieno[3′,2′:4,5]thieno[2,3‐c][1,2,4]triazolo[4,3‐a]quinoline (2), [1]benzothieno[3′,2′:4,5]thieno[2,3‐c]tetrazolo[1,5‐a]quinoline (3), thieno‐[3′,2′:4,5]thieno[2,3‐c][1,2,4]triazolo[4,3‐a]quinoline (4), and thieno[3′,2′:4,5]thieno[2,3‐c]tetrazolo[1,5‐a]quinoline (5). The total assignments of the 1H and 13C nmr spectra of 1, 4, 5, and 15 were determined by utilizing two‐dimensional nmr methods.
Synthesis and antibacterial activity of 7‐ethyl‐3‐methyl‐4,7‐dihydro‐4‐oxoisothiazolo[5,4‐b]pyridine‐5‐carboxylic acid
Authors: Richardson Thomas O. , Neale Nancy , Carwell Natosha 
Published: March 2009

AbstractThe synthesis of the quinolone, 7‐ethyl‐3‐methyl‐4,7‐dihydro‐4‐oxoisothiazolo[5,4‐b]pyridine‐5‐carboxylic acid 4 was accomplished utilizing the Gould‐Jacobs dependent route. The compound had very weak in vitro activity as compared to nalidixic acid versus E. coli, P. aeruginosa, K. pnuemoniae, S. aureus and P. mirabilis.
First syntheses of natural products with the 2,7‐dihydroxy‐2H‐1,4‐benzoxazin‐3(4H)‐one skeleton
Authors: Kluge Michael , Hartenstein Holger , Hantschmann Achim , Sicker Dieter 
Published: March 2009

Abstract2,7‐Dihydroxy‐2H‐1,4‐benzoxazin‐3(4H)‐one 11 (DHBOA) and 2,4,7‐trihydroxy‐2H‐1,4‐benzoxazin‐3(4H)‐one 14 (TRIBOA) representing aglucones of naturally occurring acetal glucoside type allelo chemicals found in Gramineae have been for the first time synthesized by two pathways both involving selective reductive cyclizations of appropriate 7‐benzyloxy‐2‐nitrophenol derivatives as precursors. TRIBOA 14 and its bioactive naturally occurring 7‐methyl ether DIMBOA have been found to undergo a hitherto unknown transformation to the corresponding 2,6‐dibromo substituted lactam forms 20 and 21 in the presence of hydrogen bromide in acetic acid, which is of value in a better understanding of the possible mode of bioactivity.
Synthesis of 6‐amino‐1‐benzyl‐4‐methylhexahydro‐1H‐1,4‐diazepine
Authors: Kato Shiro , Harada Hiroshi , Morie Toshiya 
Published: March 2009

AbstractFive variants (methods A—E) of a synthetic route to 6‐amino‐1‐benzyl‐4‐methylhexahydro‐1H‐1,4‐diazepine (3b) using N‐benzyl‐N'‐methylethylenediamine (8a) are described. The reaction of 8a with 1‐benzenesulfonyl‐2‐bromomethylaziridine (7), 2‐phenyl‐4‐(p‐toluenesulfonyloxymethyl)oxazoline (13), and β, β‐dibromoisobutyric acid (15) resulted in the direct cyclization to give the precursor of 3b, 6‐substituted 1,4‐diazepine derivatives 9, 14, and 16, respectively (methods A—C). These compounds were transformed into the desired 3b, The preparation of 1,4‐diazepine ring from methyl 2‐tert‐butoxycarbonyl‐aminopropenate (18) was alternatively achieved by the intramolecular amidation of the intermediate 19a (method D) or reductive cyclization of the aminoaldehyde 23a (method E). Method E was found to efficiently produce the 6‐amino‐1,4‐diazepine 3b.
The synthesis of novel polycyclic heterocyclic ring systems via photocyclization. 16. [1]benzothieno[2′,3′:4,5]thieno[2,3‐c]quinoline and [1]benzothieno[2′,3′:4,5]thieno[2,3‐c]naphtho[1,2‐f]quinoline
Authors: Luo Jiann‐Kuan , Federspiel Ronald F. , Castle Raymond N. 
Published: March 2009

AbstractThe synthesis of two previously unknown polycyclic heterocyclic ring systems via photocyclization is described. The unequivocal assignment of their proton and carbon spectra was achieved by utilizing two‐dimensional nmr techniques.
Synthesis of new phenylpyrrolylpyrroles
Authors: Dumoulin H. , Rault S. , Robba M. 
Published: March 2009

AbstractA series of methyl or ethyl 3‐(N‐arylpyrrol‐2‐yl)‐1N‐pyrrole‐2‐carboxylates and 2,4‐dicarboxylates has been synthesized using an alkyl isocyanides addition‐cyclization to N‐arylpyrrole derivatives such as carboxaldehydes and nitropropenes.
Pyrrolothieno[1,4]diazepines: Synthesis of alkoxy derivatives
Authors: Boulouard Michel , Rault Sylvain , Alsaïdi Abdellah , Dallemagne Patrick , Robba Max 
Published: March 2009

AbstractReactivity of 2‐(2‐formyl‐1H‐pyrrol‐1‐yl)‐3‐thiophenecarbonitrile and of 2‐(2‐formyl‐1H‐pyrrol‐1‐yl)‐3‐thiophenecarboxamide was evaluated against various alkoxides. The synthetic pathways involved in these reactions which led to new 4‐ and 6‐alkoxypyrrolothieno[1,4]diazepines are described.
Synthesis of diazepinoquinoxalines and imidazolobenzopteridines
Authors: Ueda Taisei , Asahi Masumi , Nagai Shin‐Ichi , Sakakibara Jinsaku 
Published: March 2009

AbstractDiazepinoquinoxalines 3, 4 and imidazolobenzopteridines 5, 6a‐d, 7a‐d, 8, 9 were synthesized from 3‐allylamino‐6,7‐dimethyl‐2‐quinoxalinecarboxamide (1) and 2‐allylamino‐6,7‐dimethyl‐3,4‐dihydrobenzo[g]pteridin‐4‐one (2) by the intramolecular cyclization using phenylselenenyl chloride.
1,3‐Dipolar cycloaddition reactions of 1‐methyl‐ and 1,3‐dimethylindol‐2‐yl nitrile oxides
Authors: Malamidou‐Xenikaki E. , Stampelos X. N. , Coutouli‐Argyropoulou E. 
Published: March 2009

AbstractReactions of the in situ prepared 1‐methylindol‐2‐yl nitrile oxide (2a) with dipolarophiles lead to isoxazolines 5 and isoxazoles 8 and to their chloro‐derivatives 6 and 9 in good yields. Analogous reactions of the 1,3‐dimethylindol‐2‐yl nitrile oxide (2b) give the isoxazolines 10 and the isoxazoles 12 as main products as well as their oxidation products 11 and 13 in low yields. The mechanism of the reactions and the spectral elucidation of the cycloadducts are discussed.
New electrophilic reactions of 2,2′‐bisindolyls with acid chlorides and carbodienophiles
Authors: Pindur U. , Kim Y.‐S. 
Published: March 2009

AbstractSome new acylation and cyclization reactions of 2,2′‐bisindolyls 1, 2 are described. The product patterns constitute acyl derivatives 3, 4, 5 and an aldehyde 7, indolo[2,3‐a]carbazoles 6, 14, 17, 19, 20 and cyclopentadiindoles 22 and 24. In the reaction with aryne or diazotated anthranilic acid, a 3‐benzoylindole derivative 9 and phenylindolyl azo dye 10 are formed. N‐methylmaleimide reacts with 2,2′‐bisindolyl 2 via Michael type addition, dehydrogenation and cyclization to several functionalized or anellated indole derivatives 11, 12, 13 and 14, respectively.