Issue 23, 2019

The controllable C2 arylation and C3 diazenylation of indoles with aryltriazenes under ambient conditions

Abstract

An efficient and regio-divergent method for both the C2 arylation and C3 diazenylation of C2,C3-unsubstituted indoles with aryltriazenes was developed. At room temperature, both reactions were carried out with HPF6/ionic liquids (ILs) as the promoter. The C2 arylation and C3 diazenylation activated by HPF6/ILs show remarkable reactivity, which results in corresponding products with yields of up to 99%. Notably, the practicality of the protocol was further demonstrated via gram-scale operations, late-stage modification and the reusability of the ILs.

Graphical abstract: The controllable C2 arylation and C3 diazenylation of indoles with aryltriazenes under ambient conditions

Supplementary files

Article information

Article type
Paper
Submitted
04 Apr 2019
Accepted
15 May 2019
First published
15 May 2019

New J. Chem., 2019,43, 9255-9259

The controllable C2 arylation and C3 diazenylation of indoles with aryltriazenes under ambient conditions

Y. Liu, X. Ma, G. Wu, Z. Liu, X. Yang, B. Wang, C. Liu, Y. Zhang and Y. Huang, New J. Chem., 2019, 43, 9255 DOI: 10.1039/C9NJ01728C

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