One-pot transformation of Ph2P(O)-protected ethynes: Deprotection followed by transition metal-catalyzed coupling

Lifen Peng, Feng Xu, Yoshinori Suzuma, Akihiro Orita, Junzo Otera

Research output: Contribution to journalArticlepeer-review

25 Scopus citations

Abstract

Ph2P(O)-protected ethynes were successfully transformed to arylethynes in one-pot manner through t-BuOK-catalyzed deprotection followed by Sonogashira coupling with aryl halide. The arylethynes were obtained similarly by Ph2P(O)-deprotection, stannylation of the resulting terminal ethynes, and Migita-Kosugi-Stille coupling. Deprotection followed by intramolecular Eglinton coupling could be carried out in one-pot to provide cyclic butadiynes.

Original languageEnglish (US)
Pages (from-to)12802-12808
Number of pages7
JournalJournal of Organic Chemistry
Volume78
Issue number24
DOIs
StatePublished - Dec 20 2013

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