Issue 23, 2022

A tandem process for the synthesis of β-aminoboronic acids from aziridines with haloamine intermediates

Abstract

An unprecedented synthetic strategy is devised to generate β-aminoboronic acids from aziridines via a sequential process involving 1,2-iodoamine formation and radical borylation under light irradiation. A variety of aziridines including multiply substituted aziridines have been successfully employed as synthetic precursors, expanding their synthetic utility compared to previous methods. Mechanistic studies suggest that the boron source plays a unique role in the borylation step, and in the formation of haloamine intermediates.

Graphical abstract: A tandem process for the synthesis of β-aminoboronic acids from aziridines with haloamine intermediates

Supplementary files

Article information

Article type
Communication
Submitted
09 Feb 2022
Accepted
23 Feb 2022
First published
25 Feb 2022

Chem. Commun., 2022,58, 3767-3770

A tandem process for the synthesis of β-aminoboronic acids from aziridines with haloamine intermediates

S. Park, J. Koo, W. Kim and H. G. Lee, Chem. Commun., 2022, 58, 3767 DOI: 10.1039/D2CC00808D

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