Photoredox Activation for the Direct β-Arylation of Ketones and Aldehydes

被引:462
作者
Pirnot, Michael T. [1 ]
Rankic, Danica A. [1 ]
Martin, David B. C. [1 ]
MacMillan, David W. C. [1 ]
机构
[1] Princeton Univ, Dept Chem, Merck Ctr Catalysis, Princeton, NJ 08544 USA
关键词
COORDINATION-COMPOUNDS; FUNCTIONALIZATION; 1,4-ADDITION;
D O I
10.1126/science.1232993
中图分类号
O [数理科学和化学]; P [天文学、地球科学]; Q [生物科学]; N [自然科学总论];
学科分类号
07 ; 0710 ; 09 ;
摘要
The direct beta-activation of saturated aldehydes and ketones has long been an elusive transformation. We found that photoredox catalysis in combination with organocatalysis can lead to the transient generation of 5 pi-electron beta-enaminyl radicals from ketones and aldehydes that rapidly couple with cyano-substituted aryl rings at the carbonyl beta-position. This mode of activation is suitable for a broad range of carbonyl beta-functionalization reactions and is amenable to enantioselective catalysis.
引用
收藏
页码:1593 / 1596
页数:5
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