HETEROCYCLES

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■ Preparation and Reactions of 1-Cyanomethyl-2,4,6-trisubstituted Pyridinium Ylids

Alan R. Katritzky, Wing Kai Yeung, Ranjan C. Patel, and Kevin Burgess

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

Abstract

Aminoacetonitrile with pyrylium forms pyridiniums which are acylated to solvatochromic ylids. Pyrolysis of ylid (10a) (R = p-toluoyl) gives 3-cyano-2,4,6-triphenylpyridine. 1-Cyanomethyl-pyridinium (6) gives tetrahydroindolizines with α,β-unsaturated carbonyl compounds.