Synthesis of 1,4‐Dihydropyridines via Addition of Furfural‐Derived Trienolates to Pyridiniums under NHC Catalysis

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Synthesis of 1,4‐Dihydropyridines via Addition of Furfural‐Derived Trienolates to Pyridiniums under NHC Catalysis

Xu, Yuan‐Yuan; Jin, Ming‐Lei; Gao, Zhong‐Hua; Ye, Song

Advanced synthesis & catalysis, March 19, 2024, Volume: 366, Issue: 6

Journal Article

Both furan and 1,4‐dihydropyridine (1,4‐DHP) are key structural motifs in pharmaceuticals. Herein, we report the synthesis of 4‐(furan‐2‐ylmethyl)‐1,4‐dihydropyridines from pyridiniums and furfural derivatives under NHC catalysis. This reaction involves the generation of NHC‐bounded trienolates from furfural derivatives and following addition to the C‐4 position of N‐aryl pyridinium salts. This protocol features good yields (41–99%), and high levels of regioselectivity (>20:1 for all cases).

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Xu, Yuan‐Yuan | Jin, Ming‐Lei | Gao, Zhong‐Hua | Ye, Song

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