Azolyl-substituted 1,2,3-triazoles


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Huisgen reaction of (E)-1,5-diarylpent-2-en-4-yn-1-ones and (E)-1,5-diarylpent-1-en-4-yn-3-ones afforded 1-aryl-3-(5-aryl-1H-1,2,3-triazol-4-yl)prop-2-en-1-ones and 3-aryl-1-(5-aryl-1H-1,2,3-triazol-4-yl)-prop-2-en-1-ones, respectively. (E)-1-Aryl-3-(5-phenyl-1H-1,2,3-triazol-4-yl)prop-2-en-1-ones reacted with hydrazine hydrate and phenylhydrazine to give 72–93% of 4-(3-aryl-4,5-dihydro-1H-pyrazol-5-yl)-5-phenyl-1H-1,2,3-triazoles which underwent dehydrogenation on heating in boiling acetic acid with formation of the corresponding pyrazole derivatives. The molecular structures of (E)-3-phenyl-1-(5-phenyl-1H-1,2,3-triazol-4-yl)prop-2-en-1-one and 4-[3-(4-methylphenyl)-1-phenyl-4,5-dihydro-1H-pyrazol-5-yl]-5-phenyl-1H-1,2,3-triazole were studied by X-ray analysis. 4-(3-Aryl-4,5-dihydro-1H-pyrazol-5-yl)-5-phenyl-1H-1,2,3-triazoles showed toxicity against Daphnia magna.

Sobre autores

A. Golovanov

Togliatti State University

Autor responsável pela correspondência
Email: aleksandgolovanov@yandex.ru
Rússia, ul. Belorusskaya 14, Togliatti, 445667

I. Odin

Togliatti State University

Email: aleksandgolovanov@yandex.ru
Rússia, ul. Belorusskaya 14, Togliatti, 445667

V. Bekin

Togliatti State University

Email: aleksandgolovanov@yandex.ru
Rússia, ul. Belorusskaya 14, Togliatti, 445667

A. Vologzhanina

Nesmeyanov Institute of Organoelement Compounds

Email: aleksandgolovanov@yandex.ru
Rússia, ul. Vavilova 28, Moscow, 119991

I. Bushmarinov

Nesmeyanov Institute of Organoelement Compounds

Email: aleksandgolovanov@yandex.ru
Rússia, ul. Vavilova 28, Moscow, 119991

S. Zlotskii

Ufa State Petroleum Technological University

Email: aleksandgolovanov@yandex.ru
Rússia, ul. Kosmonavtov 1, Ufa, 450062

Yu. Gerasimov

Korolev Samara State Aerospace University

Email: aleksandgolovanov@yandex.ru
Rússia, Moskovskoe shosse 34, Samara, 443086

P. Purygin

Korolev Samara State Aerospace University

Email: aleksandgolovanov@yandex.ru
Rússia, Moskovskoe shosse 34, Samara, 443086

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