Effective Synthesis of N-Arylformamide from α-Halo-N-arylacetamides

Effective Synthesis of N-Arylformamide from α-Halo-N-arylacetamides

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‐(benzo[d][1,3]dioxol‐5‐yl)‐2‐iodoac...

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Veröffentlicht in:Heteroatom chemistry 2016-07, Vol.27 (4), p.235-242
Hauptverfasser: Chiang, Kun-Heng, Lu, Shi-Han, Yen, Wan-Ping, Uramaru, Naoto, Tseng, Wei-Siou, Chang, Te-Wei, Wong, Fung Fuh
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container_end_page 242
container_issue 4
container_start_page 235
container_title Heteroatom chemistry
container_volume 27
creator Chiang, Kun-Heng
Lu, Shi-Han
Yen, Wan-Ping
Uramaru, Naoto
Tseng, Wei-Siou
Chang, Te-Wei
Wong, Fung Fuh
description 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‐(benzo[d][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.
doi_str_mv 10.1002/hc.21321
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title Effective Synthesis of N-Arylformamide from α-Halo-N-arylacetamides
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