Organic letters

Visible-light-mediated nucleophilic addition of an α-aminoalkyl radical to isocyanate or isothiocyanate

H Zhou, P Lu, X Gu, P Li

Index: Zhou, Hongxia; Lu, Ping; Gu, Xiangyong; Li, Pixu Organic Letters, 2013 , vol. 15, # 22 p. 5646 - 5649

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Citation Number: 37

Abstract

A visible-light photoredox synthesis of α-amino amide or α-amino thioamide from N, N- dimethylaniline derivatives and aryl isocyanate or aryl isothiocyanate was developed. Bis [2- (4, 6-difluorophenyl) pyridinato-C2, N](picolinato) iridium (III)(FIrpic) was found to be the effective catalyst among six catalysts screened. The reaction involves generation of α- aminoalkyl radicals from tertiary amines, followed by radical addition to the electron- ...