Synergistic Visible-Light Photoredox/Nickel-Catalyzed Synthesis of Aliphatic Ketones via N-C Cleavage of Imides.

Synergistic Visible-Light Photoredox/Nickel-Catalyzed Synthesis of Aliphatic Ketones via N-C Cleavage of Imides.
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DOI:
10.1021/acs.orglett.7b00989
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发表时间:
2017-05-05
期刊:
影响因子:
5.2
通讯作者:
Molander GA
Molander GA
中科院分区:
化学1区
文献类型:
--
作者:
Amani J;Alam R;Badir S;Molander GA

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发展了一种基于酰亚胺的亲电可见光氧化还原/镍催化交叉偶联反应合成脂肪酮的新方法。该方案通过N-C(O)键活化进行,由于吸电子基团使氮上的孤对电子离域,金属插入该键的活化能较低。操作简单和温和的交叉偶联反应在环境温度下进行,并表现出对各种官能团的耐受性。
An electrophilic, imide-based, visible-light-promoted photoredox/Ni-catalyzed cross-coupling reaction for the synthesis of aliphatic ketones has been developed. This protocol proceeds through N–C(O) bond activation, made possible through the lower activation energy for metal insertion into this bond due to delocalization of the lone pair of electrons on the nitrogen by electron-withdrawing groups. The operationally simple and mild cross-coupling reaction is performed at ambient temperature and exhibits tolerance for a variety of functional groups.