Oxidative desulfurization-fluorination of xanthates. A convenient synthesis of trifluoromethyl ethers and difluoro(methylthio)methyl ethers

Manabu Kuroboshi; Kazundo Suzuki; Tamejiro Hiyama

doi:10.1016/S0040-4039(00)74681-8

Oxidative desulfurization-fluorination of xanthates. A convenient synthesis of trifluoromethyl ethers and difluoro(methylthio)methyl ethers

Manabu Kuroboshi, Kazundo Suzuki, Tamejiro Hiyama

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

49 Citations (Scopus)

Abstract

Treatment of xanthates R-OC(S)SMe with (HF)₉/Py and 1,3-dibromo-5,5-dimethylhydantoin gives trifluoromethyl ethers R-OCF₃ through intermediates R-OCF₂SMe, which could be isolated upon treatment of xanthates with n-Bu₄N⁺H₂F₃^- and N-bromosuccinimide.

Original language	English
Pages (from-to)	4173-4176
Number of pages	4
Journal	Tetrahedron Letters
Volume	33
Issue number	29
DOIs	https://doi.org/10.1016/S0040-4039(00)74681-8
Publication status	Published - Jul 14 1992
Externally published	Yes

Keywords

oxidative desulfurization-fluorination
trifluoromethyl ethers
xanthates

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/S0040-4039(00)74681-8

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title = "Oxidative desulfurization-fluorination of xanthates. A convenient synthesis of trifluoromethyl ethers and difluoro(methylthio)methyl ethers",

abstract = "Treatment of xanthates R-OC(S)SMe with (HF)9/Py and 1,3-dibromo-5,5-dimethylhydantoin gives trifluoromethyl ethers R-OCF3 through intermediates R-OCF2SMe, which could be isolated upon treatment of xanthates with n-Bu4N+H2F3- and N-bromosuccinimide.",

keywords = "oxidative desulfurization-fluorination, trifluoromethyl ethers, xanthates",

author = "Manabu Kuroboshi and Kazundo Suzuki and Tamejiro Hiyama",

year = "1992",

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doi = "10.1016/S0040-4039(00)74681-8",

language = "English",

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T1 - Oxidative desulfurization-fluorination of xanthates. A convenient synthesis of trifluoromethyl ethers and difluoro(methylthio)methyl ethers

AU - Kuroboshi, Manabu

AU - Suzuki, Kazundo

AU - Hiyama, Tamejiro

PY - 1992/7/14

Y1 - 1992/7/14

N2 - Treatment of xanthates R-OC(S)SMe with (HF)9/Py and 1,3-dibromo-5,5-dimethylhydantoin gives trifluoromethyl ethers R-OCF3 through intermediates R-OCF2SMe, which could be isolated upon treatment of xanthates with n-Bu4N+H2F3- and N-bromosuccinimide.

AB - Treatment of xanthates R-OC(S)SMe with (HF)9/Py and 1,3-dibromo-5,5-dimethylhydantoin gives trifluoromethyl ethers R-OCF3 through intermediates R-OCF2SMe, which could be isolated upon treatment of xanthates with n-Bu4N+H2F3- and N-bromosuccinimide.

KW - oxidative desulfurization-fluorination

KW - trifluoromethyl ethers

KW - xanthates

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U2 - 10.1016/S0040-4039(00)74681-8

DO - 10.1016/S0040-4039(00)74681-8

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SN - 0040-4039

VL - 33

SP - 4173

EP - 4176

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 29

ER -

Oxidative desulfurization-fluorination of xanthates. A convenient synthesis of trifluoromethyl ethers and difluoro(methylthio)methyl ethers

Abstract

Keywords

ASJC Scopus subject areas

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