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: gunanathan
niser.ac.in
B. K. Pandia, C. Gunanathan, J. Org. Chem., 2021, 86, 9994-10005.
DOI: 10.1021/acs.joc.1c00685
see article for more reactions
Abstract
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.
see article for more examples
proposed mechanism
Key Words
ID: J42-Y2021
