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Base-Promoted Three-Component Cascade Reaction of α-Hydroxy Ketones, Malonodinitrile, and Alcohols: Direct Access to Tetrasubstituted NH-Pyrroles.

Hongjian LiuChaorong QiLu WangYanhui GuoDan LiHuan-Feng Jiang
Published in: The Journal of organic chemistry (2021)
A base-promoted three-component cascade reaction of α-hydroxy ketones, malonodinitrile, and alcohols has been developed, providing a direct and efficient route to a range of structurally diverse and synthetically useful 2-alkyloxy-1H-pyrrole-3-carbonitrile derivatives. The reaction involved three different bond (C-C, C-O, and C-N) formations in a single step, and its regioselectivity was depended on the structure of the α-hydroxy ketones employed. The use of easily available starting materials, wide substrate scope, good functional group tolerance, operational simplicity, and high atom economy are attractive features of the new method.
Keyphrases
  • electron transfer
  • molecular dynamics
  • room temperature