THE TANDEM DIMROTH REARRANGEMENT AND SULFONYLATION/ACYLATION AS REGIOSELECTIVE METHOD FOR THE SYNTHESIS OF 5-ARYLAMINO-2-SULFONYLAND 2-ACYL-5-ARYLAMINO-1,2,3-TRIAZOLE-4-CARBOTHIOAMIDES
Authors
Лидия Н. Дианова
Ural Federal University named after the first President of Russia B. N. Yeltsin,
19 Mira St., Yekaterinburg 620002, Russia
Татьяна В. Березкина
Ural Federal University named after the first President of Russia B. N. Yeltsin,
19 Mira St., Yekaterinburg 620002, Russia
Валерий О. Филимонов
Ural Federal University named after the first President of Russia B. N. Yeltsin,
19 Mira St., Yekaterinburg 620002, Russia
Джи Джин Фан
State Key Laboratory of Elemento organic Chemistry, Nankai University,
94 Weijin Road, Tianjin 300071, China
Павел А. Слепухин
Postovsky Institute of Organic Synthesis, Ural Branch of the Russian Academy of Sciences,
22 S. Kovalevskoi / 20 Akademicheskaya St., Yekaterinburg 620108, Russia
Василий А. Бакулев
Ural Federal University named after the first President of Russia B. N. Yeltsin,
19 Mira St., Yekaterinburg 620002, Russia
The reaction of 5-amino-1-aryl-1,2,3-triazole-4-carbothioamides with sulfonyl chlorides and acetyl and benzoyl chlorides is accompanied by the Dimroth rearrangement and proceeds regiospecifically with the formation of 5-arylamino-2-sulfonyl(acyl)-1,2,3-triazoles. The reaction mechanism was confirmed by the synthesis of the target products via the reaction of 5-arylamino-1,2,3-triazole-4-carbothioamides with sulfonyl and acyl chlorides.
Author Biography
Василий А. Бакулев, Ural Federal University named after the first President of Russia B. N. Yeltsin,
19 Mira St., Yekaterinburg 620002, Russia
The chief of the technologyfor Organic Synthesis Department