Molecular Iodine-Mediated Difunctionalization of Alkenes with Nitriles and Thiols Leading to β-Acetamido Sulfides

被引：97

作者：

Cui, Huanhuan

Liu, Xiaoxia

Wei, Wei ^{[1
]}

Yang, Daoshan

He, Chenglong

Zhang, Tiantian

Wang, Hua ^{[1
]}

机构：

[1] Qufu Normal Univ, Sch Chem & Chem Engn, Key Lab Life Organ Anal, Qufu 273165, Shandong, Peoples R China

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2016年 / 81卷 / 06期

基金：

中国国家自然科学基金;

关键词：

CHARGE-TRANSFER COMPLEXES; ARYL SULFONYL HYDRAZIDES; METAL-FREE SYNTHESIS; ONE-POT SYNTHESIS; ANCHIMERIC ASSISTANCE; SUBSTITUTION-REACTION; AMINO-ALKENES; DIRECT ACCESS; DISULFIDES; SYSTEM;

D O I：

10.1021/acs.joc.5b02579

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A direct difunctionalization protocol of alkenes with nitriles and thiols toward beta-acetamido sulfide derivatives has been proposed under metal-free synthesis conditions. The present protocol provides the facile and highly efficient synthesis of various beta-acetamido sulfides in a scaled-up manner with good to excellent yields simply using inexpensive molecular iodine as a catalyst, DMSO as a mild oxidant, and readily available thiols as thiolating reagents.

引用

页码：2252 / 2260

页数：9

共 73 条

[1]

[Anonymous], 1986, CHEM ORGANIC SELENIU

[2] A Solvent- and Metal-Free Synthesis of 3-Chacogenyl-indoles Employing DMSO/I2 as an Eco-friendly Catalytic Oxidation System [J].