1,3-Oxathiane ring formation through intramolecular Pummerer reaction of alkyl ortho-hydroxymethylphenyl sulfoxides

Hitoshi Abe; Kentaro Shibaike; Hiroyuki Fujii; Daisuke Tsuchida; Teruaki Akiyama; Takashi Harayama

doi:10.3987/com-98-s(h)41

1,3-Oxathiane ring formation through intramolecular Pummerer reaction of alkyl ortho-hydroxymethylphenyl sulfoxides

Hitoshi Abe^*, Kentaro Shibaike, Hiroyuki Fujii, Daisuke Tsuchida, Teruaki Akiyama, Takashi Harayama

^*Corresponding author for this work

Applied Chemistry

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

9 Scopus citations

Abstract

The intramolecular Pummerer rearrangement of 2-(2-alkyl-sulfinylphenyl)- 2-propanols (1a, 1c-1g) yielded 1,3-oxathianes (2a, 2c-2g) in the presence of p-toluenesulfonic acid and molecular sieves 3A. Alkyl halides were converted into 1,3-oxathiane derivatives in three steps via this rearrangement.

Original language	English
Pages (from-to)	291-298
Number of pages	8
Journal	Heterocycles
Volume	50
Issue number	1
DOIs	https://doi.org/10.3987/com-98-s(h)41
State	Published - 1999/01/01

ASJC Scopus subject areas

Analytical Chemistry
Pharmacology
Organic Chemistry

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title = "1,3-Oxathiane ring formation through intramolecular Pummerer reaction of alkyl ortho-hydroxymethylphenyl sulfoxides",

abstract = "The intramolecular Pummerer rearrangement of 2-(2-alkyl-sulfinylphenyl)- 2-propanols (1a, 1c-1g) yielded 1,3-oxathianes (2a, 2c-2g) in the presence of p-toluenesulfonic acid and molecular sieves 3A. Alkyl halides were converted into 1,3-oxathiane derivatives in three steps via this rearrangement.",

author = "Hitoshi Abe and Kentaro Shibaike and Hiroyuki Fujii and Daisuke Tsuchida and Teruaki Akiyama and Takashi Harayama",

year = "1999",

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doi = "10.3987/com-98-s(h)41",

language = "英語",

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T1 - 1,3-Oxathiane ring formation through intramolecular Pummerer reaction of alkyl ortho-hydroxymethylphenyl sulfoxides

AU - Abe, Hitoshi

AU - Shibaike, Kentaro

AU - Fujii, Hiroyuki

AU - Tsuchida, Daisuke

AU - Akiyama, Teruaki

AU - Harayama, Takashi

PY - 1999/1/1

Y1 - 1999/1/1

N2 - The intramolecular Pummerer rearrangement of 2-(2-alkyl-sulfinylphenyl)- 2-propanols (1a, 1c-1g) yielded 1,3-oxathianes (2a, 2c-2g) in the presence of p-toluenesulfonic acid and molecular sieves 3A. Alkyl halides were converted into 1,3-oxathiane derivatives in three steps via this rearrangement.

AB - The intramolecular Pummerer rearrangement of 2-(2-alkyl-sulfinylphenyl)- 2-propanols (1a, 1c-1g) yielded 1,3-oxathianes (2a, 2c-2g) in the presence of p-toluenesulfonic acid and molecular sieves 3A. Alkyl halides were converted into 1,3-oxathiane derivatives in three steps via this rearrangement.

UR - http://www.scopus.com/inward/record.url?scp=0032838669&partnerID=8YFLogxK

U2 - 10.3987/com-98-s(h)41

DO - 10.3987/com-98-s(h)41

M3 - 学術論文

AN - SCOPUS:0032838669

SN - 0385-5414

VL - 50

SP - 291

EP - 298

JO - Heterocycles

JF - Heterocycles

IS - 1

ER -

1,3-Oxathiane ring formation through intramolecular Pummerer reaction of alkyl ortho-hydroxymethylphenyl sulfoxides

Abstract

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