[2+2+2] cycloaddition of sulfanylbenzene-tethered diynes with alkynes for the synthesis of multi-substituted dibenzothiophene derivatives

Yu Ki Tahara; Riku Matsubara; Takanori Shibata

doi:10.3987/COM-14-S(K)78

[2+2+2] cycloaddition of sulfanylbenzene-tethered diynes with alkynes for the synthesis of multi-substituted dibenzothiophene derivatives

Yu Ki Tahara, Riku Matsubara, Takanori Shibata^*

^*Corresponding author for this work

School of Advanced Science and Engineering

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

12 Citations (Scopus)

Abstract

An intermolecular [2+2+2] cycloaddition of sulfanyl- and sulfonylbenzene-tethered 1,6-diynes with alkynes using rhodium catalysts gave dibenzothiophene derivatives in moderate to excellent yields. The consecutive reaction of tetraynes with an alkyne gave an axially chiral 1,1′-bi(dibenzothiophenyl) and its tetraoxide with up to excellent ee.

Original language	English
Pages (from-to)	1094-1110
Number of pages	17
Journal	Heterocycles
Volume	90
Issue number	2
DOIs	https://doi.org/10.3987/COM-14-S(K)78
Publication status	Published - 2015

ASJC Scopus subject areas

Analytical Chemistry
Pharmacology
Organic Chemistry

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abstract = "An intermolecular [2+2+2] cycloaddition of sulfanyl- and sulfonylbenzene-tethered 1,6-diynes with alkynes using rhodium catalysts gave dibenzothiophene derivatives in moderate to excellent yields. The consecutive reaction of tetraynes with an alkyne gave an axially chiral 1,1′-bi(dibenzothiophenyl) and its tetraoxide with up to excellent ee.",

author = "Tahara, {Yu Ki} and Riku Matsubara and Takanori Shibata",

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AU - Matsubara, Riku

AU - Shibata, Takanori

PY - 2015

Y1 - 2015

N2 - An intermolecular [2+2+2] cycloaddition of sulfanyl- and sulfonylbenzene-tethered 1,6-diynes with alkynes using rhodium catalysts gave dibenzothiophene derivatives in moderate to excellent yields. The consecutive reaction of tetraynes with an alkyne gave an axially chiral 1,1′-bi(dibenzothiophenyl) and its tetraoxide with up to excellent ee.

AB - An intermolecular [2+2+2] cycloaddition of sulfanyl- and sulfonylbenzene-tethered 1,6-diynes with alkynes using rhodium catalysts gave dibenzothiophene derivatives in moderate to excellent yields. The consecutive reaction of tetraynes with an alkyne gave an axially chiral 1,1′-bi(dibenzothiophenyl) and its tetraoxide with up to excellent ee.

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JO - Heterocycles

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[2+2+2] cycloaddition of sulfanylbenzene-tethered diynes with alkynes for the synthesis of multi-substituted dibenzothiophene derivatives

Abstract

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