Light-driven four-component reaction with boronic acid derivatives as alkylating agents: an amine/imine mediated activation approach

17 January 2023, Version 1
This content is a preprint and has not undergone peer review at the time of posting.

Abstract

Herein, we describe a one-pot aminoalkylation of styrene derivatives with boronic acids (BAs) and boronic acid pinacol esters as radical precursors for the synthesis of complex secondary amines, in moderate to high yields through a mild and easily accessible organophotoredox-catalytic four-component reaction. Additionally, we report for the first time in a photoredox process, the activation of alkyl boronic acids derivatives by imines, which play a dual role in the reaction as both substrate and Lewis base activator. The protocol's applicability was greatly enhanced by its successful adaptation to photo-flow reactors.

Keywords

Four-component reaction
Photo MCRs
Photoredox catalysis
Boronic acid derivatives
Flow chemistry

Supplementary materials

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