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 2 2022
Accepted
23 2 2022
First published
25 2 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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