期刊
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
卷 61, 期 27, 页码 -出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.202201883
关键词
Alkynes; Boron; Borylstannylation; Radical Reactions; Tin
资金
- JST CREST, Japan [JPMJCR20R3]
- Ministry of Education, Culture, Sports, Science & Technology, Japan [21H05212]
- JSPS KAKENHI [JP19K05455]
- Grants-in-Aid for Scientific Research [21H05212] Funding Source: KAKEN
We have achieved the first anti-borylstannylation of alkynes by using (o-phenylenediaminato)borylstannanes. This reaction provides 1-boryl-2-stannylalkenes with excellent regio- and stereoselectivity through a radical mechanism. The mild reaction conditions allow for a wide range of substrates, and the products can be further used in cross- or homocoupling reactions to synthesize important compounds.
We have achieved the first anti-borylstannylation of alkynes by using (o-phenylenediaminato)borylstannanes. This reaction afforded 1-boryl-2-stannylalkenes with excellent regio- and stereoselectivity by a radical mechanism. This anti-addition manner is in sharp contrast to the syn-selectivity obtained during transition metal-catalyzed borylstannylation. The mild radical conditions enabled a broad substrate scope, and various types of aromatic and aliphatic alkynes were applicable. The origin of regio- and stereoselectivity was elucidated by DFT calculation of the reaction mechanism. The application of the borylstannylation products to cross- or homocoupling reactions provided ready access to either triarylethenes or bisborylbutadienes.
作者
我是这篇论文的作者
点击您的名字以认领此论文并将其添加到您的个人资料中。
推荐
暂无数据