可见光促进的亚胺反转反应：CyNMe 和水对酮亚胺的还原反应。
Visible-Light-Mediated Umpolung Reactivity of Imines: Ketimine Reductions with CyNMe and Water.
机构信息
Institute of Advanced Synthesis, School of Chemistry and Molecular Engineering, Jiangsu National Synergetic Innovation Center for Advanced Materials , Nanjing Tech University , 30 South Puzhu Road , Nanjing , 211816 , People's Republic of China.
Roy and Diana Vagelos Laboratories, Department of Chemistry , University of Pennsylvania , 231 South 34th Street , Philadelphia , Pennsylvania 19104-6323 , United States.
出版信息
Org Lett. 2018 Apr 20;20(8):2433-2436. doi: 10.1021/acs.orglett.8b00778. Epub 2018 Apr 5.
A novel carbanionic reactivity of imines mediated by photoredox catalysis is demonstrated. The umpolung imine reactivity is exemplified by proton abstraction from water as a key step in the reduction of benzophenone ketimines to amines (up to 98% yield). Deuterium is introduced into amines efficiently using DO as an inexpensive deuterium source (≥95% D ratio). The mechanism of this unusual transformation is probed.
本文展示了一种由光氧化还原催化介导的亚胺的新型碳负离子反应性。质子从水中抽离是酮亚胺还原为胺的关键步骤，这一关键步骤例证了反转亚胺的反应性（产率高达 98%）。使用 DO 作为廉价的氘源，可有效地将氘引入胺中（氘比例≥95%）。本文还对这种不寻常转化的机制进行了探究。
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