Issue 3, 2021

Pd/C-Catalyzed transfer hydrogenation of N–H indoles with trifluoroethanol and tetrahydroxydiboron as the hydrogen source

Abstract

Under the guidance of the known mechanism of the hydrogenation of indoles and transfer hydrogenation with tetrahydroxydiboron (B2(OH)4), Pd/C catalyzed transfer hydrogenation of N–H indoles with trifluoroethanol and tetrahydroxydiborane as the hydrogen source has been developed. This provides an efficient strategy and catalytic system for the reduction of un-activated N–H indoles, and N–H indolines are obtained with good to excellent yields. In addition, a series of the isotopic labelling experiments were carried out to probe the mechanism.

Graphical abstract: Pd/C-Catalyzed transfer hydrogenation of N–H indoles with trifluoroethanol and tetrahydroxydiboron as the hydrogen source

Supplementary files

Article information

Article type
Communication
Submitted
12 Oct 2020
Accepted
09 Dec 2020
First published
09 Dec 2020

Org. Biomol. Chem., 2021,19, 548-551

Pd/C-Catalyzed transfer hydrogenation of N–H indoles with trifluoroethanol and tetrahydroxydiboron as the hydrogen source

X. Zhou and X. Chen, Org. Biomol. Chem., 2021, 19, 548 DOI: 10.1039/D0OB02080J

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