Light-Mediated Sulfur-Boron Exchange

被引:18
|
作者
Panferova, Liubov, I [1 ]
Dilman, Alexander D. [1 ]
机构
[1] ND Zelinskii Inst Organ Chem, Moscow 119991, Russia
基金
俄罗斯基础研究基金会;
关键词
PHOTOREDOX CATALYSIS; BORYLATION;
D O I
10.1021/acs.orglett.1c01080
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Interaction of sulfides bearing a tetrafluoropyridinyl group with bis(catecholato)diboron followed by treatment with pinacol and triethylamine affording pinacol boronic esters is described. The reaction is promoted by an organic photocatalyst (3DPA2FBN) under irradiation with 400 nm light, and works with primary, secondary, and tertiary sulfides. The electron depleting character of the fluorinated pyridine fragment plays an important role in generating alkyl radicals.
引用
收藏
页码:3919 / 3922
页数:4
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