Synthesis of 2-Oxazolines from Ethyl α-Cyanocinnamate Derivatives with Acetamide and N-Bromosuccinimide
Synthesis of 2-Oxazolines from Ethyl α-Cyanocinnamate Derivatives with Acetamide and N-Bromosuccinimide作者机构：Key Laboratory of Macromolecular Science of Shaanxi Province School of Chemistry and Chemical Engineering Shaanxi Normal University Xi'an 710062 P. R. China
出 版 物：《Chemical Research in Chinese Universities》 (高等学校化学研究（英文版）)
年 卷 期：2013年第29卷第4期
页 面：699-705页
核心收录：
学科分类：081702[工学-化学工艺] 08[工学] 0817[工学-化学工程与技术] 0703[理学-化学]
基 金：Supported by the National Natural Science Foundation of China(Nos.20572066 20906059) and the Natural Science Founda- tion of Shaanxi Province of China(No .2009JM2011)
主 题：One-pot synthesis Oxazoline Acetamide N-Bromosuccinimide(NBS) Regioselectivity Nucleophilic ad-dition-cyclization
摘 要：An efficient method for the one-pot synthesis of 2-oxazolines from ethyl a-cyanocinnamate derivatives with acetamide and N-bromosuccinimide（NBS） in the presence of K3PO4 was developed. The reaction was performed smoothly and cleanly to give 2-oxazolines in good to excellent yields（up to 95%） in acetone at room temperature. Thirteen examples were investigated and the results indicated that a large range of a-cyanocinnamate derivatives could be suitable for this method. Based on the outcomes of experiment, a possible consecutive nucleophilic addition- cyclization pathway was proposed.
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