Issue 33, 2019

A dual photoredox-nickel strategy for remote functionalization via iminyl radicals: radical ring-opening-arylation, -vinylation and -alkylation cascades

Abstract

A divergent strategy for the remote arylation, vinylation and alkylation of nitriles is described. These processes proceed through the photoredox generation of a cyclic iminyl radical and its following ring-opening reaction. The distal nitrile radical is then engaged in nickel-based catalytic cycles to form C–C bonds with aryl bromides, alkynes and alkyl bromides.

Graphical abstract: A dual photoredox-nickel strategy for remote functionalization via iminyl radicals: radical ring-opening-arylation, -vinylation and -alkylation cascades

Associated articles

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Article information

Article type
Edge Article
Submitted
29 May 2019
Accepted
26 Jun 2019
First published
27 Jun 2019
This article is Open Access

All publication charges for this article have been paid for by the Royal Society of Chemistry
Creative Commons BY-NC license

Chem. Sci., 2019,10, 7728-7733

A dual photoredox-nickel strategy for remote functionalization via iminyl radicals: radical ring-opening-arylation, -vinylation and -alkylation cascades

E. M. Dauncey, S. U. Dighe, J. J. Douglas and D. Leonori, Chem. Sci., 2019, 10, 7728 DOI: 10.1039/C9SC02616A

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