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Synthesis 2017; 49(03): 579-586
DOI: 10.1055/s-0036-1588884
DOI: 10.1055/s-0036-1588884
paper
Hydroarylation of (E)-5-(2-Arylethenyl)-2-methyl-2H-tetrazoles under Superelectrophilic Activation
Further Information
Publication History
Received: 23 August 2016
Accepted after revision: 29 August 2016
Publication Date:
21 September 2016 (online)
Abstract
The reaction of 5-(2-arylethenyl)-2-methyl-2H-tetrazoles with arenes (benzene, xylenes, tert-butylbenzene, anisole, veratrole, 1,2-dichlorobenzene) under conditions of superelectrophilic activation under the action of Brønsted superacids (CF3SO3H, FSO3H) or strong Lewis acids (AlCl3, AlBr3) leads regioselectively to the products of hydroarylation of the carbon–carbon double bond, viz., 5-(2,2-diarylethenyl)-2-methyl-2H-tetazoles, in yields of up to 95%.
Key words
tetrazoles - superelectrophilic activation - hydroarylation - Brønsted superacid - Lewis superacid - Friedel–Crafts reactionSupporting Information
- Supporting information for this article is available online at http://dx.doi.org/10.1055/s-0036-1588884.
- Supporting Information
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