High Reactivity of α-Boryl Radical of Potassium Alkyltrifluoroborate in Atom-Transfer Radical Addition

被引：20
|
作者：
Ueda, Mitsuhiro [1 ]
Kato, Yuri [1 ]
Taniguchi, Naoya [1 ]
Morisaki, Takahiro [1 ]
机构：
[1] Osaka Prefecture Univ, Grad Sch Sci, Dept Chem, Sakai, Osaka 5998531, Japan
来源：
ORGANIC LETTERS | 2020年 / 22卷 / 16期
关键词：
BORONIC ESTERS; PHOTOREDOX; POTENT; VINYL; PROTEASOME; INHIBITORS; ALKYLATION; ACCESS; ACIDS;
D O I：
10.1021/acs.orglett.0c01807
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
We found that the a-boryl radical of potassium alkyltrifluoroborate shows higher reactivity compared to the a-boryl radicals of alkylboronic acid pinacol ester and alkyl N-methyl imidodiacetic acid (MIDA) boronate in the halogen atom abstraction step of atom-transfer radical addition (ATRA) between alkyl bromide and vinylborons. In this research, an ATRA of alkyl halides with potassium vinyltrifluoroborate furnished unique alkylborons, which are difficult to synthesize by other methods.
引用
收藏
页码：6234 / 6238
页数：5
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