Visible-light-induced deboronative alkylarylation of acrylamides with organoboronic acids

Xuezhi Li; Man-Yi Han; Bin Wang; Lei Wang; Min Wang

doi:10.1039/C9OB01023H

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Visible-light-induced deboronative alkylarylation of acrylamides with organoboronic acids†

Xuezhi Li,^a Man-Yi Han,

*^a Bin Wang,^a Lei Wang

^ab and Min Wang*^a

Author affiliations

* Corresponding authors

^a Department of Chemistry, Huaibei Normal University, Huaibei, Anhui 235000, P.R. China
E-mail: hanmy10@126.com, wangmin204@chnu.edu.cn

^b State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032, P R China

Abstract

A visible-light-induced deboronative alkylarylation of acrylamides with organoboronic acids was developed. In this transformation, boronic acids could be activated by the organic photocatalyst of eosin Y, generating alky free radicals in high efficiency. A broad range of substrate scope was examined and a number of 3,3-disubstituted oxindoles were synthesized in high yields.

This article is part of the themed collection: Catalysis & biocatalysis in OBC

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Article information

DOI: https://doi.org/10.1039/C9OB01023H
Article type: Paper
Submitted: 04 May 2019
Accepted: 15 Jun 2019
First published: 17 Jun 2019

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Org. Biomol. Chem., 2019,17, 6612-6619

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Visible-light-induced deboronative alkylarylation of acrylamides with organoboronic acids

X. Li, M. Han, B. Wang, L. Wang and M. Wang, Org. Biomol. Chem., 2019, 17, 6612 DOI: 10.1039/C9OB01023H

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Organic & Biomolecular Chemistry

Visible-light-induced deboronative alkylarylation of acrylamides with organoboronic acids†

Abstract

Supplementary files

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Visible-light-induced deboronative alkylarylation of acrylamides with organoboronic acids

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