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Paper | Regular issue | Vol 26, No. 12, 1987, pp.3135-3140
Published online, 1st January, 1970
DOI: 10.3987/R-1987-12-3135
Directed Synthesis of 1-Substituted Phenoxazines

Alan R. Katritzky, Luis M. Vazquez de Miguel, and Gordon W. Rewcastle

*Center for Heterocyclic Compounds, Department of Chemistry, University of Florida, P. O. Box 117200, Gainesville, FL 32611-7200, U.S.A.

Abstract

Phenoxazine protected as its N-lithiocarbamate undergoes lithiation exclusively at the C-1 carbon atom. Reaction of the lithiated species with a variety of alectrophiles readily produces several new 1-substituted phenoxazines, as well as two known compounds in superior yield to those of existing methods.