Visible-Light-Mediated Umpolung Reactivity of Imines: Ketimine Reductions with Cy2NMe and Water
Rui Wang, Mengyue Ma, Xu Gong, Grace B. Panetti, Xinyuan Fan* and Patrick J. Walsh*
*Nanjing Tech University, Nanjing, 211816, People's Republic of China; University of Pennsylvania, Philadelphia, Pennsylvania 19104-6323, United States, Email: xinyuanfanpku.edu.cn, pwalshsas.upenn.edu
R. Wang, M. Ma, X. Gong, G. B. Panetti, X. Fan, P. J. Walsh, Org. Lett., 2018, 20, 2403-2406.
see article for more reactions
Photoredox catalysis mediates an umpolung reactivity of imines exemplified by proton abstraction from water as a key step in the reduction of benzophenone ketimines to amines in very good yields. Deuterium is introduced into amines efficiently using D2O as an inexpensive deuterium source.
see article for more examples
reduction of imines, photochemistry