化学
卡宾
催化作用
分子间力
醛
组合化学
有机催化
氢键
酰化
乙醚
氢酰化
光化学
药物化学
有机化学
立体化学
对映选择合成
分子
作者
SU Fen,Juan Zou,Xiaokang Lv,Fengfei Lu,Yijie Long,Kun Tang,Benpeng Li,Huifang Chai,Xingxing Wu,Yonggui Robin
标识
DOI:10.1002/anie.202303388
摘要
The development of catalyst-controlled methods for direct functionalization of two distinct C-H bonds represents an appealing approach for C-C formations in synthetic chemistry. Herein, we describe an organocatalytic approach for straightforward acylation of C(sp3 )-H bonds employing readily available aldehyde as "acyl source" involving dehydrogenative coupling of aldehydes with ether, amine, or benzylic C(sp3 )-H bonds. The developed method affords a broad range of ketones under mild conditions. Mechanistically, simple ortho-cyanoiodobenzene is essential in the oxidative radical N-heterocyclic carbene catalysis to give a ketyl radical and C(sp3 ) radical through a rarely explored intermolecular hydrogen atom transfer pathway, rendering the acylative C-C formations in high efficiency under a metal- and light-free catalytic conditions. Moreover, the prepared products show promising anti-bacterial activities that shall encourage further investigations on novel agrochemical development.
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