Facile synthesis of 2-amino-trifluoroacetophenones by the direct C-N insertion of arynes into trifluoroacetanilides

ORGN 613

Zhijian Liu, liuzhj@iastate.edu and Richard C. Larock, larock@iastate.edu. Department of Chemistry, Iowa State University, Gilman Hall 3709, Ames, IA 50011
Abstract

A facile 2-amino-trifluoroacetophenones are readily synthesized by the reaction of o-trimethylsilylaryl triflates and CsF with trifluoroacetanilides. This reaction affords good to excellent yields of the desired products under very mild reaction conditions. This chemistry tolerates a variety of functional groups, including ester, amide and halide groups and can be extended to the synthesis of a variety of potentially biologically active products.

 

New Reactions and Methodology
8:00 AM-12:00 PM, Wednesday, 16 March 2005 Convention Center -- Ballroom 20 C-D, Oral

Division of Organic Chemistry

The 229th ACS National Meeting, in San Diego, CA, March 13-17, 2005