Palladium-Catalyzed Regio- and Stereoselective Carbothiolation of Terminal Alkynes with Azolyl Sulfides

Masayuki Iwasaki, Nikola Topolovčan, Hao Hu, Yugo Nishimura, Glwadys Gagnot, Rungsaeng Na Nakorn, Ramida Yuvacharaskul, Kiyohiko Nakajima, Yasushi Nishihara

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27 Citations (Scopus)

Abstract

Palladium-catalyzed carbothiolation of terminal alkynes with azolyl sulfides affords various 2-(azolyl)alkenyl sulfides with perfect regio- and stereoselectivities. The present addition reaction proceeded through a direct cleavage of carbon-sulfur bonds in azolyl sulfides. The resulting adducts that are useful intermediates in organic synthesis are further transformed to multisubstituted olefins containing azolyl moieties.

Original languageEnglish
Pages (from-to)1642-1645
Number of pages4
JournalOrganic Letters
Volume18
Issue number7
DOIs
Publication statusPublished - Apr 15 2016

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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    Iwasaki, M., Topolovčan, N., Hu, H., Nishimura, Y., Gagnot, G., Na Nakorn, R., Yuvacharaskul, R., Nakajima, K., & Nishihara, Y. (2016). Palladium-Catalyzed Regio- and Stereoselective Carbothiolation of Terminal Alkynes with Azolyl Sulfides. Organic Letters, 18(7), 1642-1645. https://doi.org/10.1021/acs.orglett.6b00503