Issue 10, 2024

A SmI2-mediated reductive cyclisation reaction using the trifluoroacetamide group as the radical precursor

Abstract

A samarium(II)-mediated reductive cyclisation reaction with the aminoketyl radical from the trifluoroacetamide group for synthesising 2-trifluoromethylindolines was developed. This reaction is the first example of using an acyclic amide group, which is considered difficult to react with SmI2, in a reductive cyclisation. Additionally, the conversion of the obtained product into 2-trifluoromethylindole was achieved.

Graphical abstract: A SmI2-mediated reductive cyclisation reaction using the trifluoroacetamide group as the radical precursor

Supplementary files

Article information

Article type
Communication
Submitted
14 Dec 2023
Accepted
09 Feb 2024
First published
16 Feb 2024
This article is Open Access
Creative Commons BY-NC license

Org. Biomol. Chem., 2024,22, 1988-1992

A SmI2-mediated reductive cyclisation reaction using the trifluoroacetamide group as the radical precursor

K. Yoshioka, H. Iwasaki, M. Hanaki, S. Ito, Y. Iwamoto, R. Ichihara and H. Nambu, Org. Biomol. Chem., 2024, 22, 1988 DOI: 10.1039/D3OB02040A

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