Advances in Base-Metal Catalysis: Development of a Screening Platform for Nickel-Catalyzed Borylations of Aryl (Pseudo)halides with B2(OH)4

被引:31
作者
Coombs, John R. [1 ]
Green, Rebecca A. [1 ]
Roberts, Frederick [1 ]
Simmons, Eric M. [1 ]
Stevens, Jason M. [1 ]
Wisniewski, Steven R. [1 ]
机构
[1] Bristol Myers Squibb Co, Chem & Synthet Dev, One Squibb Dr, New Brunswick, NJ 08903 USA
关键词
PRACTICAL SYNTHESIS; PALLADIUM; HALIDES; PD; REMOVAL; ART;
D O I
10.1021/acs.organomet.8b00307
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Investigations into nickel-catalyzed borylation reactions have led to the development of an experimental design of 24 reaction conditions for rapid lead identification. A case study on the borylation of a model aryl bromide with B-2(OH)(4) prompted a series of mechanistic and stability studies to better understand the catalytic cycle and factors that affect robustness. HTEx was employed to study the effect of a series of scavengers on the remediation of nickel from the reaction stream. These combined results have generated an increased understanding of nickel-catalyzed borylation reactions and set the stage for their expanded use in process chemistry.
引用
收藏
页码:157 / 166
页数:10
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