Oxidative Ritter-type Chloroamidation of Alkenes Using NaCl and Oxone

被引：6

作者：

Kato, Takehiro ^{[1
]}

Okada, Yuya ^{[1
]}

Fujii, Yuto ^{[1
]}

Uyanik, Muhammet ^{[1
]}

Ishihara, Kazuaki ^{[1
]}

机构：

[1] Nagoya Univ, Grad Sch Engn, Chikusa Ku, Nagoya, Aichi 4648603, Japan

来源：

ASIAN JOURNAL OF ORGANIC CHEMISTRY | 2021年 / 10卷 / 11期

关键词：

alkene; styrene; chloroamidation; oxidation; oxone; ONE-POT SYNTHESIS; RESONANCE-SPECTROSCOPY; SELECTIVE OXIDATION; CARBOXYLIC-ACIDS; HALONIUM IONS; OLEFINS; CHLORINATION; HALOGENATION; CONVENIENT; ADDITIONS;

D O I：

10.1002/ajoc.202100575

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

We report a practical and environmentally benign method for the oxidative Ritter-type chloroamidation of alkenes using sodium chloride and oxone as a chlorinating source and an oxidant, respectively, in acetonitrile under mild conditions. The reaction proceeded smoothly under non-aqueous conditions without the use of any catalyst. Excellent chemoselectivity (i. e., chloroamidation versus dichlorination) could be achieved for electron-deficient styrenes. In addition, this protocol could be easily applied to 7-gram-scale synthesis.

引用

页码：2907 / 2910

页数：4

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