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Synthesis of trifluoromethylpyrroles and related heterocycles from 4-ethyloxy-1,1,1-trifluorobut-3-ene-2-one

Synthesis of trifluoromethylpyrroles and related heterocycles from 4-ethyloxy-1,1,1-trifluorobut-3-ene-2-one
Synthesis of trifluoromethylpyrroles and related heterocycles from 4-ethyloxy-1,1,1-trifluorobut-3-ene-2-one
Syntheses cf intermediate 4-dialkylamino-1,1,1-trifluorobut-3-ene-2-ones are described from 4-ethyloxy-1,1,1-trifluorobut-3-ene-2-one and alpha-aminoacids. In subsequent cyclisations pyrroles and other bicyclic heteroaromatics having trifluoromethyl substitution are obtained either by simple dehydration or with concomitant decarboxylation.
amino acids, pyrroles, thiaproline, trifluoromethyl haloacetylated enol ethers, fluorine-containing 1, 2-dihydropyrimidines, structural determination, nitrogen-heterocycles, efficient synthesis, magnetic-resonance, facile synthesis, convenient, cyclization, ketones
0040-4020
7267-7272
Andrew, R. J.
004eed6c-6a89-451a-9cd1-8e27ce59c9e4
Mellor, J. M.
d9b993ad-31be-4f91-8ea3-1723cd1c23bc
Andrew, R. J.
004eed6c-6a89-451a-9cd1-8e27ce59c9e4
Mellor, J. M.
d9b993ad-31be-4f91-8ea3-1723cd1c23bc

Andrew, R. J. and Mellor, J. M. (2000) Synthesis of trifluoromethylpyrroles and related heterocycles from 4-ethyloxy-1,1,1-trifluorobut-3-ene-2-one. Tetrahedron, 56 (37), 7267-7272. (doi:10.1016/S0040-4020(00)00598-6).

Record type: Article

Abstract

Syntheses cf intermediate 4-dialkylamino-1,1,1-trifluorobut-3-ene-2-ones are described from 4-ethyloxy-1,1,1-trifluorobut-3-ene-2-one and alpha-aminoacids. In subsequent cyclisations pyrroles and other bicyclic heteroaromatics having trifluoromethyl substitution are obtained either by simple dehydration or with concomitant decarboxylation.

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More information

Published date: 8 September 2000
Keywords: amino acids, pyrroles, thiaproline, trifluoromethyl haloacetylated enol ethers, fluorine-containing 1, 2-dihydropyrimidines, structural determination, nitrogen-heterocycles, efficient synthesis, magnetic-resonance, facile synthesis, convenient, cyclization, ketones

Identifiers

Local EPrints ID: 18865
URI: https://eprints.soton.ac.uk/id/eprint/18865
ISSN: 0040-4020
PURE UUID: c7d9bd8c-f50a-46e8-b5cf-f34ff9482279

Catalogue record

Date deposited: 16 Dec 2005
Last modified: 17 Jul 2017 16:34

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