Preparative synthesis of 2,2-dimethyl-5-(trifluoroacetyl)-1,3-dioxane-4,6-dione (2-trifluoroacetyl Meldrum's acid) and 2,2-dimethyl-6-(trifluoromethyl)-4H-1,3-dioxin-4-one and their synthetic usefulness as (trifluoroacetyl)ketene precursors / Sevenard Dmitri V.,Didenko Andrey V.,Lorenz Denis,Vorobiev Michael,Stelten Johannes,Wicks Thomas,Sosnovskikh Vyacheslav Ya. // TETRAHEDRON. - 2017. - V. 73, l. 11. - P. 1495-1502.

ISSN/EISSN:

0040-4020 / нет данных

Type:

Article

Abstract:

A simple and reliable method for the preparation of 2,2-dimethyl-5-(trifluoroacetyl)-1,3-dioxane-4,6-dione and 2,2-dimethyl-6-(trifluoromethyl)-4H-1,3-dioxin-4-one on a multigram scale was developed. These (trifluoroacetyl)ketene precursors were used in the hetero-Diels-Alder reaction with dialkylcyanamides and 1-ethoxyprop-1-yne, as well as in some reactions with nucleophiles. (C) 2017 Elsevier Ltd. All rights reserved.

Author keywords:

Fluorinated compounds; (Trifluoroacetyl)ketene; Meldrum's acid; Hetero-Diels-Alder reaction; Trifluoroacetoacetylation; Preparative method CATALYZED COUPLING REACTIONS; TRIFLUOROMETHYLATED HETEROCYCLES; AB-INITIO; DERIVATIVES; CONVENIENT; DIKETENE

DOI:

10.1016/j.tet.2017.01.065

Web of Science ID:

ISI:000395956500014

Соавторы в МНС:

—

Другие поля

Поле	Значение
Month	MAR 16
Publisher	PERGAMON-ELSEVIER SCIENCE LTD
Address	THE BOULEVARD, LANGFORD LANE, KIDLINGTON, OXFORD OX5 1GB, ENGLAND
Language	English
Keywords-Plus	CATALYZED COUPLING REACTIONS; TRIFLUOROMETHYLATED HETEROCYCLES; AB-INITIO; DERIVATIVES; CONVENIENT; DIKETENE
Research-Areas	Chemistry
Web-of-Science-Categories	Chemistry, Organic
Author-Email	sevenard@hfc-chemicals.com
Number-of-Cited-References	22
Usage-Count-Last-180-days	6
Usage-Count-Since-2013	6
Journal-ISO	Tetrahedron
Doc-Delivery-Number	EN4CX