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Effective Synthesis of N‐Arylformamide from α‐Halo‐N‐arylacetamides
Authors:Kun‐Heng Chiang  Shi‐Han Lu  Wan‐Ping Yen  Naoto Uramaru  Wei‐Siou Tseng  Te‐Wei Chang  Fung Fuh Wong
Abstract:A convenient synthetic method for N‐arylformamide derivatives was successfully developed by reacting α‐iodo‐N‐arylacetamides with formamide. This method was applicable to α‐iodo‐N‐arylacetamide substrates bearing electron‐donating or electron‐withdrawing groups, N‐(benzod]1,3]dioxol‐5‐yl)‐2‐iodoacetamide, 2‐iodo‐N‐(pyridin‐2‐yl)acetamide, and 2‐iodo‐N‐(naphthalen‐4‐yl)acetamide to give the corresponding N‐arylformamides in moderate to excellent yields (65–94%). A plausible mechanism was proposed to account for the new transformation.
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