Continuous Flow α-Arylation of N,N-Dialkylhydrazones under Visible-Light Photoredox Catalysis.

Org Lett

Neuroscience Medicinal Chemistry, Janssen Research & Development , Jarama 75A, 45007 Toledo, Spain.

Published: February 2017

The first direct α-arylation of aldehyde-derived N,N-dialkylhydrazones with electron deficient aryl and heteroaryl cyanides under visible-light photoredox catalysis has been developed. Structurally complex α,α'-diaryl-N,N-cycloalkylhydrazones were obtained in moderate yields by repetition of the direct arylation protocol. A continuous-flow procedure for the preparation of α-aryl-N,N-dialkylhydrazones on a multigram scale has also been established.

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http://dx.doi.org/10.1021/acs.orglett.7b00117DOI Listing

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