Issue 7, 2022
From the journal:

Chemical Science

Radical boron migration of allylboronic esters†

Xiangzhang Tao,a   Shengyang Ni,a   Lingyu Kong,a   Yi Wang ORCID logo *a  and  Yi Pana  

* Corresponding authors

a State Key Laboratory of Coordination Chemistry, Jiangsu Key Laboratory of Advanced Organic Materials, School of Chemistry and Chemical Engineering, Nanjing University, Nanjing 210023, China
E-mail: yiwang@nju.edu.cn

Abstract

A photocatalyzed 1,3-boron shift of allylboronic esters is reported. The boron atom migration through the allylic carbon skeleton proceeds via consecutive 1,2-boron migrations and Smiles-type rearrangement to furnish a variety of terminally functionalized alkyl boronates. Several types of migrating variations of heteronuclei radicals and dearomatization processes are also tolerated, allowing for further elaboration of highly functionalized boron-containing frameworks.

Graphical abstract: Radical boron migration of allylboronic esters

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Article information

DOI
https://doi.org/10.1039/D1SC06760E
Article type
Edge Article
Submitted
03 Dec 2021
Accepted
14 Jan 2022
First published
17 Jan 2022
This article is Open Access

All publication charges for this article have been paid for by the Royal Society of Chemistry
Creative Commons BY-NC license

Chem. Sci., 2022,13, 1946-1950

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Radical boron migration of allylboronic esters

X. Tao, S. Ni, L. Kong, Y. Wang and Y. Pan, Chem. Sci., 2022, 13, 1946 DOI: 10.1039/D1SC06760E

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