Issue 47, 2015

Ni-catalyzed reductive addition of alkyl halides to isocyanides

Abstract

This paper highlights Ni-catalyzed reductive trapping of secondary and tertiary alkyl radicals with both electron-rich and electron-deficient aryl isocyanides using zinc as the terminal reductant, affording 6-alkylated phenanthridine in good yields. The employment of carbene ligands necessitates the alkyl radical process, and represents the first utility in the Ni-catalyzed reductive conditions for the generation of unactivated alkyl radicals from the halide precursors.

Graphical abstract: Ni-catalyzed reductive addition of alkyl halides to isocyanides

Supplementary files

Article information

Article type
Communication
Submitted
13 Sep 2015
Accepted
22 Oct 2015
First published
22 Oct 2015

Org. Biomol. Chem., 2015,13, 11418-11421

Author version available

Ni-catalyzed reductive addition of alkyl halides to isocyanides

B. Wang, Y. Dai, W. Tong and H. Gong, Org. Biomol. Chem., 2015, 13, 11418 DOI: 10.1039/C5OB01901J

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