Reactions of Imidates with Phenoxyacetyl Chloride

高等学校化学研究 ›› 2005, Vol. 21 ›› Issue (1): 59-64.

Reactions of Imidates with Phenoxyacetyl Chloride

JIAO Lei, LIANG Yong, WU Chun-zan, HUANG Xu, XU Jia-xi

Key Laboratory of Bioorganic Chemistry and Molecular Engineering of Ministry of Education, Department of Chemical Biology, College of Chemistry and Molecular Engineering, Peking University, Beijing 100871, P. R. China

收稿日期:2004-02-19 出版日期:2005-01-24 发布日期:2011-07-27
基金资助:
Supported by the National Natural Science Foundation of China(Nos.20272002 and 20472005), SRF for ROCS and EYTP of the Educational Ministry of of P.R.China, and the President grant of Peking University.

Reactions of Imidates with Phenoxyacetyl Chloride

JIAO Lei, LIANG Yong, WU Chun-zan, HUANG Xu, XU Jia-xi

Key Laboratory of Bioorganic Chemistry and Molecular Engineering of Ministry of Education, Department of Chemical Biology, College of Chemistry and Molecular Engineering, Peking University, Beijing 100871, P. R. China

Received:2004-02-19 Online:2005-01-24 Published:2011-07-27
Supported by:
Supported by the National Natural Science Foundation of China(Nos.20272002 and 20472005), SRF for ROCS and EYTP of the Educational Ministry of of P.R.China, and the President grant of Peking University.

摘要/Abstract

摘要： 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.

关键词: Acyl chloride, Amide, Dihydrooxazine, Imidate, Oxazoline, Ring-opening

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]. 高等学校化学研究, 2005, 21(1): 59-64.

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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Reactions of Imidates with Phenoxyacetyl Chloride

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