Synthesis of 3-(tri/difluoromethyl)-1H-1,2,4-triazol-5(4H)-ones via the cyclization of hydrazinecarboxamides with tri/difluoroacetic anhydride

Autor:	Junwen Wang, Chen Yueji, Yi You, Zhiqiang Weng, Chenhui You
Rok vydání:	2019
Předmět:	Nucleophilic addition Cascade reaction 010405 organic chemistry Chemistry Organic Chemistry Physical and Theoretical Chemistry 010402 general chemistry 01 natural sciences Biochemistry Combinatorial chemistry 0104 chemical sciences
Zdroj:	Organic & Biomolecular Chemistry. 17:9343-9347
ISSN:	1477-0539 1477-0520
DOI:	10.1039/c9ob01865d
Popis:	An efficient method for the synthesis of structurally diverse 4-aryl-3-(tri/difluoromethyl)-1H-1,2,4-triazol-5(4H)-ones through the cyclization of hydrazinecarboxamides with tri/difluoroacetic anhydride is presented. The method is simple and environmentally benign, providing tri/difluoromethylated 1,2,4-triazol-5(4H)-ones in moderate-to-good yields. A mechanism is proposed to proceed via a tandem reaction of tri/difluoroacetylation, nucleophilic addition and water elimination. Some of these compounds exhibit promising insecticidal activities.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::96da21e09638ab9933a862363d5fcaf0 https://doi.org/10.1039/c9ob01865d Zobrazit plný text záznamu