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Paper | Regular issue | Vol 38, No. 2, 1994, pp.319-326
Published online, 1st January, 1970
DOI: 10.3987/COM-93-6553
Synthesis, Stereochemistry and Synthetic Potential of 6-(Benzotriazol-1-yl)-6-(morpholin-4-yl)bicyclo[3.1.0]hexane

Alan R. Katritzky,* Barbara Galuszka, Stanislaw Rachwal, Balbino Mancheno, and Peter J. Steel

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

Abstract

Reaction of 4-(cyclohexen-1-yl)morpholine with 1-chlorobenzotriazole in the presence of triethylamine gave 6-(benzotriazol-1-yl)-6-(morpholin-4-yl)bicyclo[3.1.0]hexane (1e)(70%) as confiremed by X-ray crystallography. Treatment of 1e with Grignard reagents substituted the benzotriazolyl moiety with a phenyl (7a, 91%) or a benzyl (7b, 98%) group.