A Practical Synthesis of 5-Substituted 1H-Tetrazoles from Aldoximes Employing the Azide Anion from Diphenyl Phosphorazidate

Autor:	Masato Matsugi, Takatoshi Matsumoto, Kotaro Ishihara, Takayuki Shioiri, Mayumi Kawashima
Rok vydání:	2017
Předmět:	chemistry.chemical_classification 010405 organic chemistry Chemistry Organic Chemistry 010402 general chemistry 01 natural sciences Medicinal chemistry Catalysis Cycloaddition 0104 chemical sciences Ion Amino acid chemistry.chemical_compound 5 substituted 1h tetrazoles Azide Racemization
Zdroj:	Synthesis. 50:1293-1300
ISSN:	1437-210X 0039-7881
DOI:	10.1055/s-0036-1591851
Popis:	5-Substituted 1H-tetrazoles were effectively synthesized from aldoximes and diphenyl phosphorazidate (DPPA) under reflux conditions in xylenes. Various aldoximes underwent the cycloaddition reaction to afford the corresponding 5-substituted 1H-tetrazoles in short reaction times and in good yields. Chiral aldoximes derived from amino acids also gave aminotetrazoles with almost no racemization.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::c9bc575bea57135e836a410bbee0ac9e https://doi.org/10.1055/s-0036-1591851 Zobrazit plný text záznamu