Reactions of Imidates with Phenoxyacetyl Chloride

Abstract

Abstract: The reactions of imidates including cyclic imidates, oxazolines and dihydrooxazine with phenoxyacetyl chloride, were investigated.The results indicate that diacylamide or acylamide was generated from N-phenoxyacetylated imidates, while cyclic imidate oxazolines underwent a ring-opening reaction to yield different amides depending on the reaction conditions.Even under non-nucleophilic conditions, no β-lactam-fused oxazoline derivative was obtained.

Key words: Acyl chloride, Amide, Dihydrooxazine, Imidate, Oxazoline, Ring-opening

JIAO Lei, LIANG Yong, WU Chun-zan, HUANG Xu, XU Jia-xi. Reactions of Imidates with Phenoxyacetyl Chloride[J]. Chemical Research in Chinese Universities, 2005, 21(1): 59-64.

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