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Titolo:
Synthesis of pyrazole-fused azepino[5,4,3-cd]indoles
Autore:
Abu Safieh, KA; El-Abadelah, MM; Sabri, SS; Abu Zarga, MH; Voelter, W; Mossmer, CM;
Indirizzi:
Univ Jordan, Fac Sci, Dept Chem, Amman, Jordan Univ Jordan Amman JordanUniv Jordan, Fac Sci, Dept Chem, Amman, Jordan Univ Sharjah, Fac Arts & Sci, Sharjah, U Arab Emirates Univ Sharjah Sharjah U Arab Emirates ts & Sci, Sharjah, U Arab Emirates Univ Tubingen, Inst Phys Chem, Phys Biochem Abt, D-72076 Tubingen, GermanyUniv Tubingen Tubingen Germany D-72076 em Abt, D-72076 Tubingen, Germany Univ Tubingen, Inst Anorgan Chem, D-72076 Tubingen, Germany Univ TubingenTubingen Germany D-72076 n Chem, D-72076 Tubingen, Germany
Titolo Testata:
JOURNAL OF HETEROCYCLIC CHEMISTRY
fascicolo: 3, volume: 38, anno: 2001,
pagine: 623 - 628
SICI:
0022-152X(200105/06)38:3<623:SOPA>2.0.ZU;2-J
Fonte:
ISI
Lingua:
ENG
Soggetto:
CLAVICIPITIC ACID; INDOLE NUCLEUS; METHYL-ESTER; DERIVATIVES; (+/-)-AURANTIOCLAVINE; BIOSYNTHESIS; CYCLIZATION; 4-POSITION; CHEMISTRY;
Tipo documento:
Article
Natura:
Periodico
Settore Disciplinare:
Physical, Chemical & Earth Sciences
Citazioni:
30
Recensione:
Indirizzi per estratti:
Indirizzo: El-Abadelah, MM Univ Jordan, Fac Sci, Dept Chem, Amman, Jordan Univ Jordan Amman Jordan Sci, Dept Chem, Amman, Jordan
Citazione:
K.A. Abu Safieh et al., "Synthesis of pyrazole-fused azepino[5,4,3-cd]indoles", J HETERO CH, 38(3), 2001, pp. 623-628

Abstract

The synthesis of some new pyrazolo[3',4':6,7]azepino[5,4,3-cd]indoles (10a-c) was achieved via regioselective cyclization of the respective 3-(4-acylaminopyrazol-5-yl)indoles (9a-c) under Bischler-Napieralski reaction conditions. The latter compounds were obtained by acylation of the corresponding 3-(4-aminopyrazol-5-yl)indoles (8a,b) which, in turn, were prepared by reduction of the 3-(4-nitropyrazol-5-yl)indoles precursors (7a,b). The latter synthons were accessible from the reaction of indolylzinc chlorides (5a,b) with 5-chloro-1,3-dimethyl-4-nitropyrazole. Ms and nmr spectral data of 10a-c are in agreement with the assigned azepino-indole structure as determinedfor 10a by X-ray crystal measurements which demonstrate that the azepine ring is almost completely planar with the indole and pyrazole rings.

ASDD Area Sistemi Dipartimentali e Documentali, Università di Bologna, Catalogo delle riviste ed altri periodici
Documento generato il 08/07/20 alle ore 08:02:05