Chinese Chemical Letters Metal-free regioselective construction of 2-aryl-2H-tetrazol-5-yl difluoromethylene phosphonates - Archive ouverte HAL Accéder directement au contenu
Article Dans Une Revue Chinese Chemical Letters Année : 2021

Chinese Chemical Letters Metal-free regioselective construction of 2-aryl-2H-tetrazol-5-yl difluoromethylene phosphonates

Shi-Jing Zhai
  • Fonction : Auteur
Fa-Guang Zhang
Jun-An Ma

Résumé

Three bench-stable difluoromethylene phosphonate hydrazones were prepared from simple diethyl (difluoromethyl)phosphonate within two steps in good yields. The [3 + 2] cycloaddition reaction of these diazo precursors with aryl diazonium salts has been accomplished under metal-free conditions with exclusive regioselectivity. This transformation provides practical access to a broad panel of 2-aryl-2 H-tetrazol-5-yl difluoromethylene phosphonates, including the corresponding derivatives of amino acid (phenylalanine) and drug cores (Pomalidomide and Lapatinib fragment).
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Dates et versions

hal-03357199 , version 1 (28-09-2021)

Identifiants

Citer

Dominique Cahard, Shi-Jing Zhai, Fa-Guang Zhang, Jun-An Ma. Chinese Chemical Letters Metal-free regioselective construction of 2-aryl-2H-tetrazol-5-yl difluoromethylene phosphonates. Chinese Chemical Letters, 2021, ⟨10.1016/j.cclet.2021.08.007⟩. ⟨hal-03357199⟩
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