Regioselective Alkylation of 5-Substituted Tetrazoles with 3-Chlorobut-2-en-1-ol in Acid Medium


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The alkylation of 5-R-tetrazoles (R = H, Me, Ph) with 3-chlorobut-2-en-1-ol was studied in 1,2-dichloroethane, chlorofom, and methylene chloride in the presence of boron trifluoride—diethyl ether complex, as well as in trifluoroacetic acid and in ethyl acetate in the presence of sulfuric acid. The reaction in 1,2-dichloroethane catalyzed by BF3 · Et2O gave 70–80% of the alkylation products containing no less than 99% of the 2-substituted isomer.

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S. Egorov

St. Petersburg State Institute of Technology

编辑信件的主要联系方式.
Email: sergey.egorov93@mail.ru
俄罗斯联邦, Moskovskii pr. 26, St. Petersburg, 190013

M. Ishchenko

St. Petersburg State Institute of Technology

Email: sergey.egorov93@mail.ru
俄罗斯联邦, Moskovskii pr. 26, St. Petersburg, 190013

N. Kirilov

St. Petersburg State Institute of Technology

Email: sergey.egorov93@mail.ru
俄罗斯联邦, Moskovskii pr. 26, St. Petersburg, 190013

R. Iskhakov

St. Petersburg State Institute of Technology

Email: sergey.egorov93@mail.ru
俄罗斯联邦, Moskovskii pr. 26, St. Petersburg, 190013

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