Chemistry of the Anionically Activated Aromatic CF3 Group

Author: Kiselyov, Alexander S.

Source: Mini-Reviews in Organic Chemistry, Volume 4, Number 2, May 2007 , pp. 183-189(7)

Publisher: Bentham Science Publishers

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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

Document Type: Research article

DOI: http://dx.doi.org/10.2174/157019307780599289

Affiliations: 1: Chemical Diversity, Inc.,6605 Nancy Ridge Road, San Diego, CA 92121, USA.

Publication date: 2007-05-01

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