In situ generation of radical initiators using amine-borane complexes for carbohalogenation of alkenes

Virginie Liautard; Marine Delgado; Boris Colin; Laurent Chabaud; Guillaume Michaud; Mathieu Pucheault

doi:10.1039/D1CC06390A

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In situ generation of radical initiators using amine-borane complexes for carbohalogenation of alkenes†

Virginie Liautard,^a Marine Delgado,^ab Boris Colin,^b Laurent Chabaud,

^a Guillaume Michaud^b and Mathieu Pucheault

*^a

Author affiliations

* Corresponding authors

^a Univ. Bordeaux, CNRS, Bordeaux INP, ISM, UMR 5255, F-33400 Talence, France
E-mail: mathieu.pucheault@u-bordeaux.fr

^b BOSTIK, Smart Technology Centre, ZAC du bois de Plaisance, 101, rue du Champ Cailloux 60280, Venette, France

Abstract

Atom transfer radical addition of alkyl halides to alkenes was developed using a low amount of a stable initiator, amine borane complexes. Thanks to a slow hydroboration step, the overall carbohalogenation process leads to good isolated yields.

This article is part of the themed collection: Boron Chemistry in the 21st Century: From Synthetic Curiosities to Functional Molecules

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DOI: https://doi.org/10.1039/D1CC06390A
Article type: Communication
Submitted: 12 Nov 2021
Accepted: 17 Jan 2022
First published: 17 Jan 2022

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Chem. Commun., 2022,58, 2124-2127

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In situ generation of radical initiators using amine-borane complexes for carbohalogenation of alkenes

V. Liautard, M. Delgado, B. Colin, L. Chabaud, G. Michaud and M. Pucheault, Chem. Commun., 2022, 58, 2124 DOI: 10.1039/D1CC06390A

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Chemical Communications

In situ generation of radical initiators using amine-borane complexes for carbohalogenation of alkenes†

Abstract

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In situ generation of radical initiators using amine-borane complexes for carbohalogenation of alkenes

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