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, Stephen Kyalo Kanyiva, Takanori Shibata

Research output: Contribution to journalArticle

1 Citation (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 languageEnglish
Pages (from-to)685-704
Number of pages20
JournalHeterocycles
Volume93
Issue number2
DOIs
Publication statusPublished - 2016

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Diynes
Alkynes
Cycloaddition
Cycloaddition Reaction
Oxides
Derivatives
Rhodium

ASJC Scopus subject areas

  • Analytical Chemistry
  • Pharmacology
  • Organic Chemistry

Cite this

Multi-substituted dibenzophosphole oxide synthesis by the catalytic [2+2+2] cycloaddition of phosphorylbenzene- tethered diynes with various alkynes. / Tahara, Yu Ki; Sato, Tatsuki; Matsubara, Riku; Kanyiva, Stephen Kyalo; Shibata, Takanori.

In: Heterocycles, Vol. 93, No. 2, 2016, p. 685-704.

Research output: Contribution to journalArticle

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