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
收藏
页码:7372 / 7379
页数:8
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