1. From Esters to Ketones via a Photoredox‐Assisted Reductive Acyl Cross‐Coupling Strategy.
- Author
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Xi, Xiaoxiang, Luo, Yixin, Li, Weirong, Xu, Minghao, Zhao, Hongping, Chen, Yukun, Zheng, Songlin, Qi, Xiaotian, and Yuan, Weiming
- Subjects
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KETONES , *ESTERS , *CARBOXYLIC acids , *PHTHALIMIDES , *AMINATION , *ELECTROPHILES , *ALKYL radicals - Abstract
A method was developed for ketone synthesis via a photoredox‐assisted reductive acyl cross‐coupling (PARAC) using a nickel/photoredox dual‐catalyzed cross‐electrophile coupling of two different carboxylic acid esters. A variety of aryl, 1°, 2°, 3°‐alkyl 2‐pyridyl esters can act as acyl electrophiles while N‐(acyloxy)phthalimides (NHPI esters) act as 1°, 2°, 3°‐radical precursors. Our PARAC strategy provides an alternative and reliable way to synthesize various sterically congested 3°‐3°, 3°‐2°, and aryl‐3° ketones under mild and highly unified conditions, which have been otherwise difficult to access. The combined experimental and computational studies identified a Ni0/NiI/NiIII pathway for ketone formation. [ABSTRACT FROM AUTHOR]
- Published
- 2022
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