Copper-Catalyzed Aerobic Decarboxylative Sulfonylation of Cinnamic Acids with Sodium Sulfinates: Stereospecific Synthesis of (E)-Alkenyl Sulfones

被引：96

作者：

Jiang, Qing ^{[1
]}

Xu, Bin ^{[1
]}

Jia, Jing ^{[1
]}

Zhao, An ^{[1
]}

Zhao, Yu-Rou ^{[1
]}

Li, Ying-Ying ^{[1
]}

He, Na-Na ^{[1
]}

Guo, Can-Cheng ^{[1
]}

机构：

[1] Hunan Univ, State Key Lab Chemo Biosensing & Chemometr, Adv Catalyt Engn Res Ctr, Minist Educ,Coll Chem & Chem Engn, Changsha 410082, Hunan, Peoples R China

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2014年 / 79卷 / 16期

基金：

中国国家自然科学基金;

关键词：

CROSS-COUPLING REACTION; SOLID-PHASE SYNTHESIS; ALPHA-HYDROXYPHENYLACETIC ACIDS; BETA-IODOVINYL SULFONES; VINYL SULFONES; CARBOXYLIC-ACIDS; PHENYLACETIC ACIDS; ARYL BROMIDES; C-H; POTASSIUM POLYFLUOROBENZOATES;

D O I：

10.1021/jo5010845

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A copper-catalyzed aerobic decarboxylative sulfonylation of alkenyl carboxylic acids with sodium sulfinates is developed. This study offers a new and expedient strategy for stereoselective synthesis of (E)-alkenyl sulfones that are widely present in biologically active natural products and therapeutic agents. Moreover, the transformation is proposed to proceed via a radical process and exhibits a broad substrate scope and good functional group tolerance.

引用

页码：7372 / 7379

页数：8