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. 2023 Aug 7;62(32):e202306447.
doi: 10.1002/anie.202306447. Epub 2023 Jun 28.

Bismuth-Catalyzed Amide Reduction

Xiuxiu Yang  1 , Jennifer Kuziola  1 , Vanessa A Béland  1 , Julia Busch  1 , Markus Leutzsch  1 , Jordi Burés  2 , Josep Cornella  1
Affiliations

Bismuth-Catalyzed Amide Reduction

Xiuxiu Yang et al. Angew Chem Int Ed Engl. .

Abstract

In this article we report that a cationic version of Akiba's BiIII complex catalyzes the reduction of amides to amines using silane as hydride donor. The catalytic system features low catalyst loadings and mild conditions, en route to secondary and tertiary aryl- and alkylamines. The system tolerates functional groups such as alkene, ester, nitrile, furan and thiophene. Kinetic studies on the reaction mechanism result in the identification of a reaction network with an important product inhibition that is in agreement with the experimental reaction profiles.

Keywords: Amides; Bismuth; Kinetics; Reaction Mechanisms; Reduction.

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References

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