4.5 Article

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

期刊

SYNTHESIS-STUTTGART
卷 50, 期 6, 页码 1293-1300

出版社

GEORG THIEME VERLAG KG
DOI: 10.1055/s-0036-1591851

关键词

diphenyl phosphorazidate; aldoximes; azides; cycloaddition; tetrazoles

资金

  1. JSPS [26450145]
  2. JST-ACCEL program [JPM-JAC1401]
  3. Grants-in-Aid for Scientific Research [26450145] Funding Source: KAKEN

向作者/读者索取更多资源

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.

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