Chemistry of the Anionically Activated Aromatic CF3 Group

Alexander   S.   Kiselyov

doi:10.2174/157019307780599289

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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Mini-Reviews in Organic Chemistry

Title: Chemistry of the Anionically Activated Aromatic CF3 Group

Volume: 4 Issue: 2

Author(s): Alexander S. Kiselyov

Affiliation:

Keywords: Trifluoromethyl group, quinone methide, fluorinated aromatics

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.

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Kiselyov S. Alexander, Chemistry of the Anionically Activated Aromatic CF3 Group, Mini-Reviews in Organic Chemistry 2007; 4 (2) . https://dx.doi.org/10.2174/157019307780599289