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

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...

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Main Authors: Jiang, Yaojia, Loh, Teck-Peng
Other Authors: School of Physical and Mathematical Sciences
Format: Article
Language:English
Published: 2014
Subjects:
Online Access:https://hdl.handle.net/10356/79500
http://hdl.handle.net/10220/24552
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Institution: Nanyang Technological University
Language: English
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spelling sg-ntu-dr.10356-795002023-02-28T19:29:00Z Catalytic and direct methyl sulfonylation of alkenes and alkynes using a methyl sulfonyl radical generated from a DMSO, dioxygen and copper system Jiang, Yaojia Loh, Teck-Peng School of Physical and Mathematical Sciences University of Science and Technology of China DRNTU::Science::Chemistry::Organic chemistry 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. MOE (Min. of Education, S’pore) Accepted version 2014-12-26T07:19:31Z 2019-12-06T13:26:52Z 2014-12-26T07:19:31Z 2019-12-06T13:26:52Z 2014 2014 Journal Article Jiang, Y., & Loh, T.-P. (2014). Catalytic and direct methyl sulfonylation of alkenes and alkynes using a methyl sulfonyl radical generated from a DMSO, dioxygen and copper system. Chemical science, 5(12), 4939-4943. https://hdl.handle.net/10356/79500 http://hdl.handle.net/10220/24552 10.1039/C4SC01901F en Chemical science © Royal Society of Chemistry 2014. This is the author created version of a work that has been peer reviewed and accepted for publication by Chemical Science, Royal Society of Chemistry. It incorporates referee’s comments but changes resulting from the publishing process, such as copyediting, structural formatting, may not be reflected in this document. The published version is available at: [http://dx.doi.org/10.1039/C4SC01901F]. 4 p. application/pdf
institution Nanyang Technological University
building NTU Library
continent Asia
country Singapore
Singapore
content_provider NTU Library
collection DR-NTU
language English
topic DRNTU::Science::Chemistry::Organic chemistry
spellingShingle DRNTU::Science::Chemistry::Organic chemistry
Jiang, Yaojia
Loh, Teck-Peng
Catalytic and direct methyl sulfonylation of alkenes and alkynes using a methyl sulfonyl radical generated from a DMSO, dioxygen and copper system
description 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.
author2 School of Physical and Mathematical Sciences
author_facet School of Physical and Mathematical Sciences
Jiang, Yaojia
Loh, Teck-Peng
format Article
author Jiang, Yaojia
Loh, Teck-Peng
author_sort Jiang, Yaojia
title Catalytic and direct methyl sulfonylation of alkenes and alkynes using a methyl sulfonyl radical generated from a DMSO, dioxygen and copper system
title_short Catalytic and direct methyl sulfonylation of alkenes and alkynes using a methyl sulfonyl radical generated from a DMSO, dioxygen and copper system
title_full Catalytic and direct methyl sulfonylation of alkenes and alkynes using a methyl sulfonyl radical generated from a DMSO, dioxygen and copper system
title_fullStr Catalytic and direct methyl sulfonylation of alkenes and alkynes using a methyl sulfonyl radical generated from a DMSO, dioxygen and copper system
title_full_unstemmed Catalytic and direct methyl sulfonylation of alkenes and alkynes using a methyl sulfonyl radical generated from a DMSO, dioxygen and copper system
title_sort catalytic and direct methyl sulfonylation of alkenes and alkynes using a methyl sulfonyl radical generated from a dmso, dioxygen and copper system
publishDate 2014
url https://hdl.handle.net/10356/79500
http://hdl.handle.net/10220/24552
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