Catalytic and direct methyl sulfonylation of alkenes and alkynes using a methyl sulfonyl radical generated from a DMSO, dioxygen and copper system

Yaojia Jiang; Teck Peng Loh

doi:10.1039/c4sc01901f

Catalytic and direct methyl sulfonylation of alkenes and alkynes using a methyl sulfonyl radical generated from a DMSO, dioxygen and copper system

Yaojia Jiang, Teck Peng Loh^*

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

182 Citations (Scopus)

Abstract

This paper describes an efficient method to β-keto methyl sulfones and (E)-vinyl methyl sulfones using DMSO as the substrate. The methyl sulfonyl radical generated from DMSO in the presence of catalytic Cu(i) under O₂ atmosphere is believed to be involved in this reaction. Isotopic labeling and ¹⁸O₂ experiments were performed to investigate the reaction mechanism.

Original language	English
Pages (from-to)	4939-4943
Number of pages	5
Journal	Chemical Science
Volume	5
Issue number	12
DOIs	https://doi.org/10.1039/c4sc01901f
Publication status	Published - Dec 1 2014
Externally published	Yes

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Publisher Copyright:
© the Partner Organisations 2014.

ASJC Scopus Subject Areas

General Chemistry

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abstract = "This paper describes an efficient method to β-keto methyl sulfones and (E)-vinyl methyl sulfones using DMSO as the substrate. The methyl sulfonyl radical generated from DMSO in the presence of catalytic Cu(i) under O2 atmosphere is believed to be involved in this reaction. Isotopic labeling and 18O2 experiments were performed to investigate the reaction mechanism.",

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AU - Loh, Teck Peng

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PY - 2014/12/1

Y1 - 2014/12/1

N2 - This paper describes an efficient method to β-keto methyl sulfones and (E)-vinyl methyl sulfones using DMSO as the substrate. The methyl sulfonyl radical generated from DMSO in the presence of catalytic Cu(i) under O2 atmosphere is believed to be involved in this reaction. Isotopic labeling and 18O2 experiments were performed to investigate the reaction mechanism.

AB - This paper describes an efficient method to β-keto methyl sulfones and (E)-vinyl methyl sulfones using DMSO as the substrate. The methyl sulfonyl radical generated from DMSO in the presence of catalytic Cu(i) under O2 atmosphere is believed to be involved in this reaction. Isotopic labeling and 18O2 experiments were performed to investigate the reaction mechanism.

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Catalytic and direct methyl sulfonylation of alkenes and alkynes using a methyl sulfonyl radical generated from a DMSO, dioxygen and copper system

Abstract

Bibliographical note

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