A novel ring transformation of 5-azidothiazoles

E Ceulemans, LK Dyall, W Dehaen

Index: Ceulemans, Erik; Dyall, Leonard K.; Dehaen, Wim Tetrahedron, 1999 , vol. 55, # 7 p. 1977 - 1988

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Citation Number: 11

Abstract

The 4-oxoalkyl-and 4-iminoalkyl-5-azidothiazoles undergo a ring transformation with nitrogen loss at relatively low temperatures to afford 4-cyanooxazoles and 4- cyanoimidazoles, respectively. The mechanism, which is thought to involve a ring opening- ring closure process, is discussed.