HETEROCYCLES

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■ 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.