Catalyst-free arylation of sulfonamides via visible light-mediated deamination

被引：21
|
作者：
Luo, Yong [1 ]
Ding, Hao [2 ]
Zhen, Jing-Song [1 ]
Du, Xian [1 ]
Xu, Xiao-Hong [1 ]
Yuan, Han [1 ]
Li, Yi-Hui [1 ]
Qi, Wan-Ying [1 ]
Liu, Bing-Zhe [1 ]
Lu, Shi-Man [1 ]
Xue, Can [3 ]
Ding, Qiuping [2 ]
机构：
[1] Sun Yat Sen Univ, Sch Pharmaceut Sci Shenzhen, Guangzhou 510275, Peoples R China
[2] Jiangxi Normal Univ, Key Lab Funct Small Organ Mol, Minist Educ, Nanchang 330022, Jiangxi, Peoples R China
[3] Sun Yat Sen Univ, Sch Chem Engn & Technol, Zhuhai 519082, Peoples R China
来源：
CHEMICAL SCIENCE | 2021年 / 12卷 / 27期
基金：
中国国家自然科学基金;
关键词：
SULFUR-DIOXIDE SURROGATE; DIARYL SULFONES; BORONIC ACIDS; SULFONYLATION; ACTIVATION; NITROGEN; CLEAVAGE; AMIDES;
D O I：
10.1039/d1sc02266k
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A novel arylation of sulfonamides with boronic acids to afford numerous diaryl sulfones via a visible light-mediated N-S bond cleavage other than the typical transition-metal-catalyzed C(O)-N bond activation is described. This methodology, which represents the first catalyst-free protocol for the sulfonylation of boronic acids, is characterized by its simple reaction conditions, good functional group tolerance and high efficiency. Several successful examples for the late-stage functionalization of diverse sulfonamides indicate the high potential utility of this method in pharmaceutical science and organic synthesis.
引用
收藏
页码：9556 / 9560
页数：5
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