Effective Synthesis of N-Arylformamide from α-Halo-N-arylacetamides
Kun-Heng Chiang
School of Pharmacy, China Medical University, No. 91, Hsueh-Shih Rd., Taichung, 40402 Taiwan
Search for more papers by this authorShi-Han Lu
Graduate Institute of Pharmaceutical Chemistry, China Medical University, No. 91, Hsueh-Shih Rd., Taichung, 40402 Taiwan
Search for more papers by this authorWan-Ping Yen
School of Pharmacy, China Medical University, No. 91, Hsueh-Shih Rd., Taichung, 40402 Taiwan
Ph.D. Program for Biotech Pharmaceutical Industry, China Medical University, No. 91, Hsueh-Shih Rd., Taichung, 40402 Taiwan
Search for more papers by this authorNaoto Uramaru
Department of Environmental Science, Nihon Pharmaceutical University, 10281 Komuro, Ina-machi, Kitaadachi-gun, Saitama, Japan
Search for more papers by this authorWei-Siou Tseng
Master Program for Pharmaceutical Manufacture, China Medical University, No. 91, Hsueh-Shih Rd., Taichung, 40402 Taiwan
Search for more papers by this authorTe-Wei Chang
Master Program for Pharmaceutical Manufacture, China Medical University, No. 91, Hsueh-Shih Rd., Taichung, 40402 Taiwan
Search for more papers by this authorCorresponding Author
Fung Fuh Wong
School of Pharmacy, China Medical University, No. 91, Hsueh-Shih Rd., Taichung, 40402 Taiwan
Graduate Institute of Pharmaceutical Chemistry, China Medical University, No. 91, Hsueh-Shih Rd., Taichung, 40402 Taiwan
Corresponding to: Fung Fuh Wong; e-mails: [email protected], [email protected].Search for more papers by this authorKun-Heng Chiang
School of Pharmacy, China Medical University, No. 91, Hsueh-Shih Rd., Taichung, 40402 Taiwan
Search for more papers by this authorShi-Han Lu
Graduate Institute of Pharmaceutical Chemistry, China Medical University, No. 91, Hsueh-Shih Rd., Taichung, 40402 Taiwan
Search for more papers by this authorWan-Ping Yen
School of Pharmacy, China Medical University, No. 91, Hsueh-Shih Rd., Taichung, 40402 Taiwan
Ph.D. Program for Biotech Pharmaceutical Industry, China Medical University, No. 91, Hsueh-Shih Rd., Taichung, 40402 Taiwan
Search for more papers by this authorNaoto Uramaru
Department of Environmental Science, Nihon Pharmaceutical University, 10281 Komuro, Ina-machi, Kitaadachi-gun, Saitama, Japan
Search for more papers by this authorWei-Siou Tseng
Master Program for Pharmaceutical Manufacture, China Medical University, No. 91, Hsueh-Shih Rd., Taichung, 40402 Taiwan
Search for more papers by this authorTe-Wei Chang
Master Program for Pharmaceutical Manufacture, China Medical University, No. 91, Hsueh-Shih Rd., Taichung, 40402 Taiwan
Search for more papers by this authorCorresponding Author
Fung Fuh Wong
School of Pharmacy, China Medical University, No. 91, Hsueh-Shih Rd., Taichung, 40402 Taiwan
Graduate Institute of Pharmaceutical Chemistry, China Medical University, No. 91, Hsueh-Shih Rd., Taichung, 40402 Taiwan
Corresponding to: Fung Fuh Wong; e-mails: [email protected], [email protected].Search for more papers by this authorAbstract
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.
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