Oxidative Annulations Involving DMSO and Formamide: K₂S₂O₈ Mediated Syntheses of Quinolines and Pyrimidines
2017
Jadhav, Santosh D. | Singh, Anand
An efficient strategy toward 4-arylquinolines and 4-arylpyrimidines from readily available precursors is described. Oxidative annulation promoted by K₂S₂O₈ involving anilines, aryl ketones, and DMSO as a methine (═CH−) equivalent leads to 4-arylquinolines via a cascade that entails generation of a sulfenium ion, subsequent C–N and C–C bond formations, and cyclization. The application of this strategy to the activation of acetophenone–formamide conjugates toward the synthesis of 4-arylpyrimidines is also described.
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