Hydroarylation of (E)-5-(2-Arylethenyl)-2-methyl-2H-tetrazoles under Superelectrophilic Activation

Aleksander V. Vasilyev, Anna D. Lisakova, Dmitry S. Ryabukhin, Irina А. Boyarskaya

Synthesis · 2016 · 13 citations · 0 references

Concepts

Abstract

The reaction of 5-(2-arylethenyl)-2-methyl-2<i>H</i>-tetrazoles with arenes (benzene, xylenes, <i>tert</i>-butylbenzene, anisole, veratrole, 1,2-dichlorobenzene) under conditions of superelectrophilic activation under the action of Brønsted superacids (CF<sub>3</sub>SO<sub>3</sub>H, FSO<sub>3</sub>H) or strong Lewis acids (AlCl<sub>3</sub>, AlBr<sub>3</sub>) leads regioselectively to the products of hydroarylation of the carbon–carbon double bond, viz., 5-(2,2-diarylethenyl)-2-methyl-2<i>H</i>-tetazoles, in yields of up to 95%.