Fluoro-pummerer rearrangement under oxidative desulfurization fluorination conditions. facile synthesis of oligofluoroalkyl sulfides

Satoru Furuta; Manabu Kuroboshi; Tamejiro Hiyama

doi:10.1016/00404-0399(50)1768D-

Fluoro-pummerer rearrangement under oxidative desulfurization fluorination conditions. facile synthesis of oligofluoroalkyl sulfides

Satoru Furuta, Manabu Kuroboshi, Tamejiro Hiyama

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

Abstract

Upon treatment with n-Bu₄NH₂F₃ and 1,3-dibromo-5,5-dimethylhydantoin, various organic sulfides were readily fluorinated to give α-fluoro sulfides. When (HF)₉-Py was used as the fluorinating agent, normal oxidative desulfurization fluorination occurred depending on the structure of the substrates.

Original language	English
Pages (from-to)	8243-8246
Number of pages	4
Journal	Tetrahedron Letters
Volume	36
Issue number	45
DOIs	https://doi.org/10.1016/00404-0399(50)1768D-
Publication status	Published - Nov 6 1995
Externally published	Yes

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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title = "Fluoro-pummerer rearrangement under oxidative desulfurization fluorination conditions. facile synthesis of oligofluoroalkyl sulfides",

abstract = "Upon treatment with n-Bu4NH2F3 and 1,3-dibromo-5,5-dimethylhydantoin, various organic sulfides were readily fluorinated to give α-fluoro sulfides. When (HF)9-Py was used as the fluorinating agent, normal oxidative desulfurization fluorination occurred depending on the structure of the substrates.",

author = "Satoru Furuta and Manabu Kuroboshi and Tamejiro Hiyama",

note = "Funding Information: ACKNOWLEDGMENT: The present work was partially supported by Grant-in-Aid from Asahi Glass Foundation (Japan) for the Promotion of Science and Grant-in-Aid for Scientific Research No. 07405042 from the Ministry of Education, Science and Culture.",

year = "1995",

month = nov,

day = "6",

doi = "10.1016/00404-0399(50)1768D-",

language = "English",

volume = "36",

pages = "8243--8246",

journal = "Tetrahedron Letters",

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TY - JOUR

T1 - Fluoro-pummerer rearrangement under oxidative desulfurization fluorination conditions. facile synthesis of oligofluoroalkyl sulfides

AU - Furuta, Satoru

AU - Kuroboshi, Manabu

AU - Hiyama, Tamejiro

N1 - Funding Information: ACKNOWLEDGMENT: The present work was partially supported by Grant-in-Aid from Asahi Glass Foundation (Japan) for the Promotion of Science and Grant-in-Aid for Scientific Research No. 07405042 from the Ministry of Education, Science and Culture.

PY - 1995/11/6

Y1 - 1995/11/6

N2 - Upon treatment with n-Bu4NH2F3 and 1,3-dibromo-5,5-dimethylhydantoin, various organic sulfides were readily fluorinated to give α-fluoro sulfides. When (HF)9-Py was used as the fluorinating agent, normal oxidative desulfurization fluorination occurred depending on the structure of the substrates.

AB - Upon treatment with n-Bu4NH2F3 and 1,3-dibromo-5,5-dimethylhydantoin, various organic sulfides were readily fluorinated to give α-fluoro sulfides. When (HF)9-Py was used as the fluorinating agent, normal oxidative desulfurization fluorination occurred depending on the structure of the substrates.

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M3 - Article

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EP - 8246

JO - Tetrahedron Letters

JF - Tetrahedron Letters

SN - 0040-4039

IS - 45

ER -

Fluoro-pummerer rearrangement under oxidative desulfurization fluorination conditions. facile synthesis of oligofluoroalkyl sulfides

Abstract

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