A photocatalytic sp3 C–S, C–Se and C–B bond formation through C–C bond cleavage of cycloketone oxime esters

Devireddy Anand; Yuwei He; Linyong Li; Lei Zhou

doi:10.1039/C8OB02987C

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A photocatalytic sp³ C–S, C–Se and C–B bond formation through C–C bond cleavage of cycloketone oxime esters†

Devireddy Anand,^a Yuwei He,

^a Linyong Li^a and Lei Zhou

*^a

Author affiliations

* Corresponding authors

^a School of Chemistry, Sun Yat-Sen University, 135 Xingang West Road, Guangzhou 510275, China
E-mail: zhoul39@mail.sysu.edu.cn

Abstract

The photocatalytic thiolation, selenylation and borylation of cycloketone oxime esters through iminyl radical-triggered C–C bond cleavage were described. The reactions provide a unified approach to alkyl sulfur, selenium and boron compounds tethered to a synthetically useful nitrile group.

This article is part of the themed collection: Synthetic methodology in OBC

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Article information

DOI: https://doi.org/10.1039/C8OB02987C
Article type: Paper
Submitted: 30 Nov 2018
Accepted: 14 Dec 2018
First published: 14 Dec 2018

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Org. Biomol. Chem., 2019,17, 533-540

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A photocatalytic sp³ C–S, C–Se and C–B bond formation through C–C bond cleavage of cycloketone oxime esters

D. Anand, Y. He, L. Li and L. Zhou, Org. Biomol. Chem., 2019, 17, 533 DOI: 10.1039/C8OB02987C

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Organic & Biomolecular Chemistry