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Mini-Reviews in Organic Chemistry

Editor-in-Chief

ISSN (Print): 1570-193X
ISSN (Online): 1875-6298

Chemistry of the Anionically Activated Aromatic CF3 Group

Author(s): Alexander S. Kiselyov

Volume 4, Issue 2, 2007

Page: [183 - 189] Pages: 7

DOI: 10.2174/157019307780599289

Price: $65

Abstract

Various chemistries could be accessed from the aromatic substrates containing CF3 functionality that is conjugated with the ionizable NH, OH or CH groups. The suggested mechanism involves formation of the quinone methide intermediate. It is generally accepted that these reactive species can be viewed as either C1 or C3X (X = N or CH2) synthone. Their reactions in situ with diverse electrophiles yield an array of [6,6]-fused or 5-membered aromatic heterocycles.

Keywords: Trifluoromethyl group, quinone methide, fluorinated aromatics

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