Volume 31, Issue 51
Heterocyclic Compounds
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ChemInform Abstract: Synthesis of Trifluoromethylpyrroles and Related Heterocycles from 4-Ethyloxy-1,1,1-trifluorobut-3-ene-2-one.

Rebecca J. Andrew

Rebecca J. Andrew

Dep. Chem., Univ. Southampton, Southampton SO17 1BJ, UK

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John M. Mellor

John M. Mellor

Dep. Chem., Univ. Southampton, Southampton SO17 1BJ, UK

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First published: 31 May 2010

Abstract

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ChemInform Abstract

Treatment of ethyl vinyl ether with trifluoroacetic anhydride in the presence of catalytic DMAP generates a solution of 4-ethoxy-1,1,1-trifluorobut-3-ene-2-one (III). It reacts with α-amino acids, to give the corresponding 4-amino-1,1,1-trifluorobut-3-ene-2-ones. Subsequent cyclization yields the title compounds.

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