The Journal of Organic Chemistry

Synthetic methods. 35. Nitrile additions to C, N-diacylimines. Formation of 4-amidooxazoles

B Fischer, A Hassner

Index: Fischer, Bilha; Hassner, Alfred Journal of Organic Chemistry, 1990 , vol. 55, # 18 p. 5225 - 5229

Full Text: HTML

Citation Number: 6

Abstract

Nitriles are shown to react with CJV-diacylimines 2, generated in situ from 1 or 4 in the presence of Lewis acids, to produce 4-amidooxazoles 5 and 6 in good to excellent yield. Diamides are sometimes also produced. The reaction was followed by NMR spectroscopy, and mechanistic pathways are discussed.