Issue 9, 2014

Room temperature, open-flask C–H arylation of electron-deficient heteroarenes with triazenes: rapid synthesis of heterobiaryls

Abstract

Aryl triazenes, a source of aryl radicals, were coupled with heteroarenes via C–H functionalization to produce heterobiaryls in moderate to good yields. Couplings proceeded under an open atmosphere at ambient temperature for 3–24 h. Best results were obtained with electron-deficient heteroarenes, while both electron donating and withdrawing substituents in the triazene moieties were tolerated.

Graphical abstract: Room temperature, open-flask C–H arylation of electron-deficient heteroarenes with triazenes: rapid synthesis of heterobiaryls

Supplementary files

Article information

Article type
Research Article
Submitted
30 Jul 2014
Accepted
06 Aug 2014
First published
07 Aug 2014

Org. Chem. Front., 2014,1, 1029-1034

Author version available

Room temperature, open-flask C–H arylation of electron-deficient heteroarenes with triazenes: rapid synthesis of heterobiaryls

R. Wang and J. R. Falck, Org. Chem. Front., 2014, 1, 1029 DOI: 10.1039/C4QO00213J

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