Synthesis of a new class of carbinol linked bis-heterocycles via the reaction of 2-(trifluoroacetyl)chromones with indoles and pyrroles / Safrygin Alexander V.,Irgashev Roman A.,Barabanov Mikhail A.,Sosnovskikh Vyacheslav Y. // TETRAHEDRON. - 2016. - V. 72, l. 1. - P. 227-233.

ISSN/EISSN:

0040-4020 / нет данных

Type:

Article

Abstract:

2-(Trifluoroacetyl)chromones react with indoles at 90 degrees C under solvent-free conditions to produce the target (chromon-2-yl) (indol-3-yl) (trifluoromethyl)carbinols in 69-90\% yields. In a similar manner, their reactions with pyrroles under the same conditions gave (chromon-2-yl) (pyrrol-2-yl) (trifluoromethyl) carbinols in 52-95\% yields. These chromone derivatives react with 60\% hydrazine hydrate in refluxing ethanol to give the corresponding pyrazoles. (C) 2015 Elsevier Ltd. All rights reserved.

Author keywords:

2-(Trifluoroacetyl)chromones; Indoles; Pyrroles; Bis(heteroaryl)carbinols; Pyrazoles NONCATALYTIC ELECTROPHILIC OXYALKYLATION; NICOTINIC-ACID DERIVATIVES; N-METHYLPYRROLE; CATALYZED HYDROXYALKYLATION; UNCATALYZED ADDITION; 3-COMPONENT REACTION; CRAFTS ALKYLATION; SOLVENT-FREE; 3-(POLYFLUOROACYL)CHROMONES; TRIFLUOROMETHYL

DOI:

10.1016/j.tet.2015.11.037

Web of Science ID:

ISI:000367276300025

Соавторы в МНС:

Другие поля

Поле	Значение
Month	JAN 7
Publisher	PERGAMON-ELSEVIER SCIENCE LTD
Address	THE BOULEVARD, LANGFORD LANE, KIDLINGTON, OXFORD OX5 1GB, ENGLAND
Language	English
Keywords-Plus	NONCATALYTIC ELECTROPHILIC OXYALKYLATION; NICOTINIC-ACID DERIVATIVES; N-METHYLPYRROLE; CATALYZED HYDROXYALKYLATION; UNCATALYZED ADDITION; 3-COMPONENT REACTION; CRAFTS ALKYLATION; SOLVENT-FREE; 3-(POLYFLUOROACYL)CHROMONES; TRIFLUOROMETHYL
Research-Areas	Chemistry
Web-of-Science-Categories	Chemistry, Organic
Author-Email	vy.sosnovskikh@urfu.ru
ResearcherID-Numbers	Irgashev, Roman/E-5077-2017
ORCID-Numbers	Irgashev, Roman/0000-0002-8428-1748
Funding-Acknowledgement	Russian Foundation for Basic Research {[}14-03-00179]
Funding-Text	This work was financially supported by the Russian Foundation for Basic Research (Grant 14-03-00179) and performed within the State Task from the Ministry of Education and Science of Russian Federation.
Number-of-Cited-References	42
Usage-Count-Last-180-days	2
Usage-Count-Since-2013	13
Journal-ISO	Tetrahedron
Doc-Delivery-Number	CZ7JS