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Manganese(I) Catalyzed α-Alkenylation of Amides Using Alcohols with Liberation of Hydrogen and Water

Biplab Keshari Pandia and Chidambaram Gunanathan*

*School of Chemical Sciences, National Institute of Science Education and Research, Homi Bhabha National Institute, Bhubaneswar-752050, India, Email:

B. K. Pandia, C. Gunanathan, J. Org. Chem., 2021, 86, 9994-10005.

DOI: 10.1021/acs.joc.1c00685

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Manganese catalyzes a direct α-alkenylation of aryl amides with primary alcohols to provide α,β-unsaturated amides in good yields with excellent selectivity with water and dihydrogen as the only byproducts. Mechanistic studies indicate that the Mn(I) catalyst oxidizes the alcohols to their corresponding aldehydes and mediates an efficient C=C bond formation through aldol condensation.

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proposed mechanism

Key Words

unsaturated amides

ID: J42-Y2021