Synthesis and Suzuki Reactions of N-Heterocyclic Carbene Difluoro(aryl)-boranes

被引：31
|
作者：
Nerkar, Swapnil [1 ]
Curran, Dennis P. [1 ]
机构：
[1] Univ Pittsburgh, Dept Chem, Pittsburgh, PA 15260 USA
来源：
ORGANIC LETTERS | 2015年 / 17卷 / 14期
基金：
美国国家科学基金会; 美国国家卫生研究院;
关键词：
NHC-BORANES; SUBSTITUTION-REACTIONS; COUPLING REACTION; HYDROGEN; BONDS; ORGANOBORANES; HYDROBORATION; FLUORINATION; REDUCTIONS; COMPLEXES;
D O I：
10.1021/acs.orglett.5b01101
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Readily available NHC-arylboranes (NHC-BH2Ar) are converted in high yield to stable NHC-difluoro(aryl)boranes (NHC-BF2Ar) by treatment with 2; equiv of 1-chloromethyl-4-fluoro-1,4-diazonia-bicyclo[2.2.2]octane bis(tetrafluoroborate) (Selectfluor). In turn, the NHC-difluoro(aryl)boranes participate directly in Suzuki reactions under conditions previously used for anionic trifluoroborate salts. Accordingly; NHC-difluoroboranes are a new class of stable precursors for Suzuki reactions.
引用
收藏
页码：3394 / 3397
页数：4
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