Intermolecular Dehydrative [4 + 2] Aza-Annulation of N-Arylamides with Alkenes: A Direct and Divergent Entrance to Aza-Heterocycles
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Updated: Jan 28, 2026
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Cercosporin-Photocatalyzed [4+1]- and [4+2]-Annulations of Azoalkenes Under Mild Conditions
Published on: July 17, 2020
Ying-Hong Huang1, Shu-Ren Wang1, Dong-Ping Wu1
1Department of Chemistry, Fujian Provincial Key Laboratory of Chemical Biology, and College of Chemistry and Chemical Engineering , Xiamen University , Xiamen , Fujian 361005 , P.R. China.
Abstract:
We disclose that following activation with trifluoromethanesulfonyl anhydride, secondary N-arylamides undergo smooth intermolecular dehydrative [4 + 2] aza-annulation with alkenes under mild conditions to give 3,4-dihydroquinolines, amenable to further functionalization. Meanwhile, conditions have been established to allow divergent one pot synthesis of tetrahydroquinolines and quinolines as well as tricyclic analogues from N-arylamides.
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