Self-condensation of beta-(isoxazol-5-yl) enamines under treatment with acetyl chloride and acids. Synthesis of novel 1,3-diisoxazolyl-1,3-dieneamines and 1,3,5-triisoxazolyl benzenes / Beryozkina Tetyana V.,Zhidovinov Sergey S.,Shafran Yuri M.,Eltsov Oleg S.,Slepukhin Pavel A.,Leban Johann,Marquez Javier,Bakulev Vasiliy A. // TETRAHEDRON. - 2014. - V. 70, l. 25. - P. 3915-3923.

ISSN/EISSN:

0040-4020 / нет данных

Type:

Article

Abstract:

Two directions for self-condensation of beta-(isoxazol-5-yl) enamines under treatment with either acetyl chloride or acids were found leading to new 1,3-diisoxazolyl-1,3-dieneamines and 1,3,5-triisoxazolyl benzenes. The effect of solvent, acid, temperature and the reaction time on the ratio of reaction products were investigated. Trans-E-cis configuration of prepared 1,3-diisoxazolyl-1,3-dieneamines was unambiguously confirmed by 2D NMR spectra and X-ray analysis. A new mechanism of 1,3-diisoxazolyl-1,3-dieneamines formation was proposed. (C) 2014 Elsevier Ltd. All rights reserved.

Author keywords:

Isoxazoles; Enamines; Dieneamines; 1,3,5-Triisoxazolyl benzenes; Self-condensation 1,3-DIPOLAR; PPARS

DOI:

10.1016/j.tet.2014.04.015

Web of Science ID:

ISI:000336699900011

Соавторы в МНС:

Другие поля

Поле	Значение
Month	JUN 24
Publisher	PERGAMON-ELSEVIER SCIENCE LTD
Address	THE BOULEVARD, LANGFORD LANE, KIDLINGTON, OXFORD OX5 1GB, ENGLAND
Language	English
Keywords-Plus	1,3-DIPOLAR; PPARS
Research-Areas	Chemistry
Web-of-Science-Categories	Chemistry, Organic
Author-Email	tetber@mail.ru v.a.bakulev@urfu.ru
Funding-Acknowledgement	Russian Foundation for Basic Research {[}14-03-01033]
Funding-Text	This work was supported by the Russian Foundation for Basic Research (grant no. 14-03-01033).
Number-of-Cited-References	30
Usage-Count-Last-180-days	1
Usage-Count-Since-2013	13
Journal-ISO	Tetrahedron
Doc-Delivery-Number	AI2PG