Synfacts 2007(3): 0312-0312  
DOI: 10.1055/s-2007-968173
Metal-Mediated Synthesis
© Georg Thieme Verlag Stuttgart · New York

Ketones from N-Acylbenzotriazoles and Organometallic Reagents

Contributor(s): Paul Knochel, Andrei Gavryushin
A. R. Katritzky*, K. N. B. Le, L. Khelashvili, P. P. Mohapatra
University of Florida, Gainesville, USA
Further Information

Publication History

Publication Date:
20 February 2007 (online)

Significance

This publication describes a new method for the preparation of ketones by the reaction of N-acylbenzotriazoles and organomagnesium or organolithium compounds. N-Acylbenzo­triazoles are stable crystalline intermediates which can be easily prepared from the corresponding acids. They offer an effective replacement for acyl chlorides, which are sometimes unstable and difficult to prepare. The reaction is sufficiently general and affords a broad variety of functionalized ketones, using a quite simple experimental protocol.