Stereoselective hydrothiolation of alkynes catalyzed by cesium base: Facile access to (Z)-1-alkenyl sulfides

Azusa Kondoh; Kazuaki Takami; Hideki Yorimitsu; Koichiro Oshima

doi:10.1021/jo050931z

Stereoselective hydrothiolation of alkynes catalyzed by cesium base: Facile access to (Z)-1-alkenyl sulfides

Azusa Kondoh, Kazuaki Takami, Hideki Yorimitsu, Koichiro Oshima

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

141 Citations (Scopus)

Abstract

Treatment of alkyne with alkanethiol in the presence of a catalytic amount of cesium carbonate and a radical inhibitor in DMSO provides the corresponding adduct, (Z)-1-alkenyl alkyl sulfide, in good yield with high selectivity.

Original language	English
Pages (from-to)	6468-6473
Number of pages	6
Journal	Journal of Organic Chemistry
Volume	70
Issue number	16
DOIs	https://doi.org/10.1021/jo050931z
Publication status	Published - 2005 Aug 5
Externally published	Yes

ASJC Scopus subject areas

Organic Chemistry

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10.1021/jo050931z

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title = "Stereoselective hydrothiolation of alkynes catalyzed by cesium base: Facile access to (Z)-1-alkenyl sulfides",

abstract = "Treatment of alkyne with alkanethiol in the presence of a catalytic amount of cesium carbonate and a radical inhibitor in DMSO provides the corresponding adduct, (Z)-1-alkenyl alkyl sulfide, in good yield with high selectivity.",

author = "Azusa Kondoh and Kazuaki Takami and Hideki Yorimitsu and Koichiro Oshima",

year = "2005",

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doi = "10.1021/jo050931z",

language = "English",

volume = "70",

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journal = "Journal of Organic Chemistry",

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T1 - Stereoselective hydrothiolation of alkynes catalyzed by cesium base

T2 - Facile access to (Z)-1-alkenyl sulfides

AU - Kondoh, Azusa

AU - Takami, Kazuaki

AU - Yorimitsu, Hideki

AU - Oshima, Koichiro

PY - 2005/8/5

Y1 - 2005/8/5

N2 - Treatment of alkyne with alkanethiol in the presence of a catalytic amount of cesium carbonate and a radical inhibitor in DMSO provides the corresponding adduct, (Z)-1-alkenyl alkyl sulfide, in good yield with high selectivity.

AB - Treatment of alkyne with alkanethiol in the presence of a catalytic amount of cesium carbonate and a radical inhibitor in DMSO provides the corresponding adduct, (Z)-1-alkenyl alkyl sulfide, in good yield with high selectivity.

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U2 - 10.1021/jo050931z

DO - 10.1021/jo050931z

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VL - 70

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EP - 6473

JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

IS - 16

ER -

Stereoselective hydrothiolation of alkynes catalyzed by cesium base: Facile access to (Z)-1-alkenyl sulfides

Abstract

ASJC Scopus subject areas

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