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苯乙烯衍生物与脂肪醛和N-羟基邻苯二甲酰亚胺的无金属脱羰烷基化-氨氧化反应

Metal-free decarbonylative alkylation-aminoxidation of styrene derivatives with aliphatic aldehydes and N-hydroxyphthalimide.

作者信息

Li Yu-Xia, Wang Qi-Qiang, Yang Luo

机构信息

Key Laboratory for Environmentally Friendly Chemistry and Application of the Ministry of Education, College of Chemistry, Xiangtan University, Hunan, 411105, PR China.

Beijing National Laboratory for Molecular Sciences (BNLMS), CAS Laboratory of Molecular Recognition and Function, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190, PR China.

出版信息

Org Biomol Chem. 2017 Feb 7;15(6):1338-1342. doi: 10.1039/c7ob00030h.

Abstract

A convenient metal-free decarbonylative alkylation-aminoxidation of styrene derivatives with aliphatic aldehydes and N-hydroxyphthalimide (NHPI) to yield phthalimide protected alkoxyamines is developed. With DTBP as an oxidant and radical-initiator, this reaction smoothly converts aliphatic aldehydes into alkyl radicals and subsequently allows the cascade construction of C(sp)-C(sp) and C(sp)-O bonds via radical-radical coupling.

摘要

开发了一种方便的无金属脱羰基烷基化-氨氧化反应,该反应使用脂肪醛和N-羟基邻苯二甲酰亚胺(NHPI)对苯乙烯衍生物进行反应,以生成邻苯二甲酰亚胺保护的烷氧基胺。以二叔丁基过氧化物(DTBP)作为氧化剂和自由基引发剂,该反应能顺利地将脂肪醛转化为烷基自由基,随后通过自由基-自由基偶联实现C(sp)-C(sp)和C(sp)-O键的级联构建。

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