Transition-metal-free synthesis of arylboronates via thermal generation of aryl radicals from triarylbismuthines in air

被引:0
|
作者
Yamamoto, Yuki [1 ]
Konakazawa, Yuki [1 ]
Fujiwara, Kohsuke [2 ]
Ogawa, Akiya [3 ]
机构
[1] Univ Yamanashi, Grad Fac Interdisciplinary Res, 4-4-37 Takeda, Kofu, Yamanashi 4008510, Japan
[2] Osaka Metropolitan Univ, Grad Sch Engn, Dept Appl Chem, 1-1 Gakuen Cho,Nakaku, Sakai, Osaka 5998531, Japan
[3] Osaka Metropolitan Univ, Org Res Promot, 1-1 Gakuen Cho,Nakaku, Sakai, Osaka 5998531, Japan
来源
基金
日本学术振兴会;
关键词
arylboronates; bis(pinacolato)diboron; radical reactions; transition-metal-free synthesis; triarylbismuthines; CROSS-COUPLING REACTION; CATALYZED BORYLATION; AROMATIC KETONES; ARYLATION; ACTIVATION; ROUTE; FUNCTIONALIZATION; TRIPHENYLBISMUTH; ARYLHYDRAZINES; DIALKOXYBORANE;
D O I
10.3762/bjoc.20.216
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A simple and versatile synthesis of arylboronates has been achieved by using triarylbismuthines as aryl radical sources under transition-metal-free and open-air conditions. Conventional methods required photoirradiation or electrolysis to generate aryl radicals from triarylbismuthines. In this study, it was found that simply heating the solution of triarylbismuthines in benzotrifluoride (BTF) in air successfully led to the generation of aryl radicals, and the subsequent reaction with bis(pinacolato)diboron afforded a variety of arylboronates in moderate to good yields.
引用
收藏
页码:2577 / 2584
页数:8
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