Multi-substituted dibenzophosphole oxide synthesis by the catalytic [2+2+2] cycloaddition of phosphorylbenzene- tethered diynes with various alkynes

Yu Ki Tahara; Tatsuki Sato; Riku Matsubara; Kyalo Stephen Kanyiva; Takanori Shibata

doi:10.3987/COM-15-S(T)57

Multi-substituted dibenzophosphole oxide synthesis by the catalytic [2+2+2] cycloaddition of phosphorylbenzene- tethered diynes with various alkynes

Yu Ki Tahara, Tatsuki Sato, Riku Matsubara, Kyalo Stephen Kanyiva, Takanori Shibata^*

^*Corresponding author for this work

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

3 Citations (Scopus)

Abstract

Rhodium-catalyzed intermolecular [2+2+2] cycloaddition of phosphorylbenzene-tethered 1, 6-diynes with alkynes gave dibenzophosphole oxide derivatives. Various monoalkynes were applicable in this reaction as coupling partners, and dibenzophosphole oxide derivatives substituted with aromatic ring(s) including dibenzothiophene(s) were obtained. The asymmetric desymmetrization of a prochiral phosphorylbenzene-tethered triyne gave a chiral dibenzophosphole oxide derivative with high ee.

Original language	English
Pages (from-to)	685-704
Number of pages	20
Journal	Heterocycles
Volume	93
Issue number	2
DOIs	https://doi.org/10.3987/COM-15-S(T)57
Publication status	Published - 2016

ASJC Scopus subject areas

Analytical Chemistry
Pharmacology
Organic Chemistry

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title = "Multi-substituted dibenzophosphole oxide synthesis by the catalytic [2+2+2] cycloaddition of phosphorylbenzene- tethered diynes with various alkynes",

abstract = "Rhodium-catalyzed intermolecular [2+2+2] cycloaddition of phosphorylbenzene-tethered 1, 6-diynes with alkynes gave dibenzophosphole oxide derivatives. Various monoalkynes were applicable in this reaction as coupling partners, and dibenzophosphole oxide derivatives substituted with aromatic ring(s) including dibenzothiophene(s) were obtained. The asymmetric desymmetrization of a prochiral phosphorylbenzene-tethered triyne gave a chiral dibenzophosphole oxide derivative with high ee.",

author = "Tahara, {Yu Ki} and Tatsuki Sato and Riku Matsubara and Kanyiva, {Kyalo Stephen} and Takanori Shibata",

year = "2016",

doi = "10.3987/COM-15-S(T)57",

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journal = "Heterocycles",

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T1 - Multi-substituted dibenzophosphole oxide synthesis by the catalytic [2+2+2] cycloaddition of phosphorylbenzene- tethered diynes with various alkynes

AU - Tahara, Yu Ki

AU - Sato, Tatsuki

AU - Matsubara, Riku

AU - Kanyiva, Kyalo Stephen

AU - Shibata, Takanori

PY - 2016

Y1 - 2016

N2 - Rhodium-catalyzed intermolecular [2+2+2] cycloaddition of phosphorylbenzene-tethered 1, 6-diynes with alkynes gave dibenzophosphole oxide derivatives. Various monoalkynes were applicable in this reaction as coupling partners, and dibenzophosphole oxide derivatives substituted with aromatic ring(s) including dibenzothiophene(s) were obtained. The asymmetric desymmetrization of a prochiral phosphorylbenzene-tethered triyne gave a chiral dibenzophosphole oxide derivative with high ee.

AB - Rhodium-catalyzed intermolecular [2+2+2] cycloaddition of phosphorylbenzene-tethered 1, 6-diynes with alkynes gave dibenzophosphole oxide derivatives. Various monoalkynes were applicable in this reaction as coupling partners, and dibenzophosphole oxide derivatives substituted with aromatic ring(s) including dibenzothiophene(s) were obtained. The asymmetric desymmetrization of a prochiral phosphorylbenzene-tethered triyne gave a chiral dibenzophosphole oxide derivative with high ee.

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JO - Heterocycles

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IS - 2

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Multi-substituted dibenzophosphole oxide synthesis by the catalytic [2+2+2] cycloaddition of phosphorylbenzene- tethered diynes with various alkynes

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