Manganese-Catalyzed Deoxygenation of Secondary and Tertiary Amides Under Mild Reductions

12 Pages Posted: 12 Mar 2023

See all articles by Jiamin Huang

Jiamin Huang

Donghua University

Feixiang Sun

Donghua University

Weiping Liu

Donghua University

Abstract

Herein, we report the deoxygenation of secondary and tertiary amides enabled by [Mn(CO)5Br] with Ph2SiH2 or inexpensive polymethylhydrosiloxane (PMHS) as the reducing agent, which provides expedient access to the corresponding secondary and tertiary amines. The operationally simple transformation proceeds under mild conditions without external ligands, as well as features high catalytic efficacy and good functional-group tolerance. Furthermore, the generality of this developed catalytic system was further demonstrated by the late-stage modification of bioactive molecules.

Keywords: manganese, deoxygenation, amides, silane, amines

Suggested Citation

Huang, Jiamin and Sun, Feixiang and Liu, Weiping, Manganese-Catalyzed Deoxygenation of Secondary and Tertiary Amides Under Mild Reductions. Available at SSRN: https://ssrn.com/abstract=4386016 or http://dx.doi.org/10.2139/ssrn.4386016

Jiamin Huang

Donghua University ( email )

Shanghai 200051
China

Feixiang Sun

Donghua University ( email )

Shanghai 200051
China

Weiping Liu (Contact Author)

Donghua University ( email )

Shanghai 200051
China

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