Reactions of malonthioamides and malonamidines with methyl acetylpyruvate as a one-step method to prepare 4-thio- and 4-aminopyrrolo{[}3,4-c]pyridines / Berseneva Vera S.,Bakulev Vasiliy A.,Dehaen Wim,Toppet Suzanne,Borovkova Marina // TETRAHEDRON. - 2007. - V. 63, l. 21. - P. 4491-4496.

ISSN/EISSN:

0040-4020 / нет данных

Type:

Article

Abstract:

We report an efficient one-step approach to 4-thio and 4-aminopyrrolo{[}3,4-c]pyridines based on the selective reaction of malonthioamides and malonamidines with methyl acetylpyruvate. Structural proof is given by HMBC and HMQC spectra. A cascade heterocyclization mechanism is proposed for the reactions studied. (C) 2007 Elsevier Ltd. All rights reserved.

Author keywords:

malonthioamide; malonamidine; methyl acetylpyruvate; cascade heterocyclization; fused heterocycles; HMBC and HMQC spectra NITROGEN HETEROCYCLIC-COMPOUNDS; DIELS-ALDER REACTIONS; MESOIONIC COMPOUNDS; ORGANIC-SYNTHESIS; DERIVATIVES; CYCLIZATION; ACID; CYCLOADDITIONS; FIELD; ALKYL

DOI:

10.1016/j.tet.2007.03.054

Web of Science ID:

ISI:000248203000011

Соавторы в МНС:

Другие поля

Поле	Значение
Month	MAY 21
Publisher	PERGAMON-ELSEVIER SCIENCE LTD
Address	THE BOULEVARD, LANGFORD LANE, KIDLINGTON, OXFORD OX5 1GB, ENGLAND
Language	English
Keywords-Plus	NITROGEN HETEROCYCLIC-COMPOUNDS; DIELS-ALDER REACTIONS; MESOIONIC COMPOUNDS; ORGANIC-SYNTHESIS; DERIVATIVES; CYCLIZATION; ACID; CYCLOADDITIONS; FIELD; ALKYL
Research-Areas	Chemistry
Web-of-Science-Categories	Chemistry, Organic
Author-Email	bakulev@r66.ru
Number-of-Cited-References	30
Usage-Count-Last-180-days	1
Usage-Count-Since-2013	3
Journal-ISO	Tetrahedron
Doc-Delivery-Number	192LJ