TBAI-catalyzed selective synthesis of sulfonamides and β-aryl sulfonyl enamines: coupling of arenesulfonyl chlorides and sodium sulfinates with tert-amines

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成果类型：

期刊论文

作者：

Jiang, Hongmei;Tang, Xiaoyue;Xu, Zhihui;Wang, Huixian;Han, Kang;...

通讯作者：

Gui, Qingwen

作者机构：

[Zhou, Yuanyuan; Han, Kang; Tang, Xiaoyue; Yang, Xiaolan; Gui, Qingwen; Wang, Huixian; Feng, Yong-Lai; Jiang, Hongmei] Hunan Agr Univ, Coll Sci, Changsha 410128, Hunan, Peoples R China.

[Gui, Qingwen; Xu, Zhihui; Jiang, Hongmei] Hunan Univ, Coll Chem & Chem Engn, State Key Lab Chemo Biosensing & Chemometr, Changsha 410082, Hunan, Peoples R China.

[Yu, Xian-Yong] Hunan Univ Sci & Technol, Minist Educ, Key Lab Theoret Organ Chem & Funct Mol, Taoyuan Rd 9, Xiangtan 411201, Peoples R China.

通讯机构：

[Gui, Qingwen] H

Hunan Agr Univ, Coll Sci, Changsha 410128, Hunan, Peoples R China.

Hunan Univ, Coll Chem & Chem Engn, State Key Lab Chemo Biosensing & Chemometr, Changsha 410082, Hunan, Peoples R China.

语种：

英文

关键词：

Amides;Catalysis;Chlorine compounds;Sodium;Sulfur compounds;C-H bond;Catalyzed oxidation;Enamines;Metal free;Selective synthesis;Sulfinates;Amines

期刊：

Organic & Biomolecular Chemistry

ISSN：

1477-0520

年：

2019

卷：

期：

页码：

2715-2720

DOI：

10.1039/c8ob02992j

基金类别：

We thank the Hunan Province Science Foundation for Youths (2018JJ3215) and Hunan Agricultural University Science Foundation for High-Level Personnel. We are grateful for the financial support from the National Natural Science Foundation of China (No. 31672457), Local Science and Technology Development Project guided by the Central Government (YDZX20184300002303), Ministry of Agriculture of the People’s Republic of China (2015-Z64, 2016-X47) and Hunan Provincial Science and Technology Department (2016NK2101, 2016WK2008, 2016TP2005, 2018CT5002).

机构署名：

本校为第一且通讯机构

院系归属：

理学院

摘要：

A simple, practical and metal-free method has been developed for the synthesis of sulfonamides and β-arylsulfonyl enamines via the selective cleavage of C-N and C-H bonds through the iodine-catalyzed oxidation of arenesulfonyl chlorides and sodium sulfinates with tert-amines. The method uses commercially available inexpensive catalysts and oxidants, and has a wide substrate scope and operatio...

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TBAI-catalyzed selective synthesis of sulfonamides and β-aryl sulfonyl enamines: coupling of arenesulfonyl chlorides and sodium sulfinates with tert-amines

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