A mild light-induced cleavage of the S-O bond of aryl sulfonate esters enables efficient sulfonylation of vinylarenes

Maxim Ratushnyy; Monika Kamenova; Vladimir Gevorgyan

doi:10.1039/C8SC02769B

A mild light-induced cleavage of the S-O bond of aryl sulfonate esters enables efficient sulfonylation of vinylarenes

Maxim Ratushnyy, Monika Kamenova, Vladimir Gevorgyan

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

26 Scopus citations

Abstract

A new mode of S-O bond activation has been discovered, which constitutes novel reactivity of easily available and bench-stable arylsulfonate phenol esters. This protocol enables access to putative sulfonyl radical intermediates, which enable straightforward access to valuable vinyl sulfones.

Original language	English (US)
Pages (from-to)	7193-7197
Number of pages	5
Journal	Chemical Science
Volume	9
Issue number	36
DOIs	https://doi.org/10.1039/C8SC02769B
State	Published - 2018
Externally published	Yes

ASJC Scopus subject areas

Chemistry(all)

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10.1039/C8SC02769B

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title = "A mild light-induced cleavage of the S-O bond of aryl sulfonate esters enables efficient sulfonylation of vinylarenes",

abstract = "A new mode of S-O bond activation has been discovered, which constitutes novel reactivity of easily available and bench-stable arylsulfonate phenol esters. This protocol enables access to putative sulfonyl radical intermediates, which enable straightforward access to valuable vinyl sulfones.",

author = "Maxim Ratushnyy and Monika Kamenova and Vladimir Gevorgyan",

note = "Funding Information: This work was supported by the National Institutes of Health (GM120281) and the National Science Foundation (CHE-1663779). Publisher Copyright: {\textcopyright} The Royal Society of Chemistry.",

year = "2018",

doi = "10.1039/C8SC02769B",

language = "English (US)",

volume = "9",

pages = "7193--7197",

journal = "Chemical Science",

issn = "2041-6520",

publisher = "Royal Society of Chemistry",

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T1 - A mild light-induced cleavage of the S-O bond of aryl sulfonate esters enables efficient sulfonylation of vinylarenes

AU - Ratushnyy, Maxim

AU - Kamenova, Monika

AU - Gevorgyan, Vladimir

N1 - Funding Information: This work was supported by the National Institutes of Health (GM120281) and the National Science Foundation (CHE-1663779). Publisher Copyright: © The Royal Society of Chemistry.

PY - 2018

Y1 - 2018

N2 - A new mode of S-O bond activation has been discovered, which constitutes novel reactivity of easily available and bench-stable arylsulfonate phenol esters. This protocol enables access to putative sulfonyl radical intermediates, which enable straightforward access to valuable vinyl sulfones.

AB - A new mode of S-O bond activation has been discovered, which constitutes novel reactivity of easily available and bench-stable arylsulfonate phenol esters. This protocol enables access to putative sulfonyl radical intermediates, which enable straightforward access to valuable vinyl sulfones.

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DO - 10.1039/C8SC02769B

M3 - Article

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JO - Chemical Science

JF - Chemical Science

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ER -

A mild light-induced cleavage of the S-O bond of aryl sulfonate esters enables efficient sulfonylation of vinylarenes

Abstract

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