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Cobalt-catalyzed C(sp2)–H/C(sp3)–H coupling via directed C–H activation and 1,5-hydrogen atom transfer
Organic Chemistry Frontiers ( IF 5.4 ) Pub Date : 2017-11-02 00:00:00 , DOI: 10.1039/c7qo00906b
Qiao Sun 1, 2, 3, 4 , Naohiko Yoshikai 1, 2, 3, 4
Affiliation  

A cobalt-catalyzed C(sp2)–H/C(sp3)–H coupling reaction between an aryl imine and a 2-bromobenzyl-protected secondary amine is reported. Promoted by a combination of a cobalt–N-heterocyclic carbene catalyst and a Grignard reagent, the reaction allows for the introduction of α-aminoalkyl groups into the ortho position of the imine at a mild temperature. The cobalt catalyst is proposed to play key roles in two distinct modes of C–H cleavage, i.e., directed C–H metalation and 1,5-hydrogen atom transfer (HAT).

中文翻译:

通过定向的C–H活化和1,5-氢原子转移,钴催化的C(sp 2)–H / C(sp 3)–H偶联

据报道,芳基亚胺和2-溴苄基保护的仲胺之间存在钴催化的C(sp 2)–H / C(sp 3)–H偶联反应。通过钴-N-杂环卡宾催化剂和格氏试剂的组合促进,该反应允许在温和的温度下将α-氨基烷基引入亚胺的位。提出钴催化剂在CH裂解的两种不同模式中起关键作用,,定向CH金属化和1,5-氢原子转移(HAT)。
更新日期:2017-11-08
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