化学
电泳剂
亲核细胞
双功能
杂原子
药物化学
卤化
组合化学
立体化学
烷基
卤素
有机化学
催化作用
作者
Ju Hyun Youn,Su Yong Go,Hyunho Chung,Haeyeon Lee,Taek Dong Chung,Paul Ha‐Yeon Cheong,Hong Geun Lee
标识
DOI:10.1021/acs.orglett.3c03728
摘要
A practical method for C(sp3)–B bond activation was developed. Using a combination of alkyl trifluoroborates and N-iodosuccinimide (NIS), various C(sp3)–heteroatom bonds were readily generated in an efficient manner. Mechanistic studies revealed the bifunctional ability of NIS: mediating the formation of reactive halogenated intermediates and activating them via halogen bonding. This electrophilic activation of the reaction center enables the utilization of general heteroatom nucleophiles, which are used in a limited capacity in traditional 1,2-metalate rearrangements.
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