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

Research output: Contribution to journalArticle

16 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

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Alkynes
Palladium
Sulfides
alkynes
sulfides
palladium
Synthetic Chemistry Techniques
Stereoselectivity
Regioselectivity
Addition reactions
Alkenes
Sulfur
adducts
alkenes
cleavage
sulfur
Carbon
carbon
synthesis

ASJC Scopus subject areas

  • Organic Chemistry
  • Physical and Theoretical Chemistry
  • Biochemistry

Cite this

Palladium-Catalyzed Regio- and Stereoselective Carbothiolation of Terminal Alkynes with Azolyl Sulfides. / Iwasaki, Masayuki; Topolovčan, Nikola; Hu, Hao; Nishimura, Yugo; Gagnot, Glwadys; Na Nakorn, Rungsaeng; Yuvacharaskul, Ramida; Nakajima, Kiyohiko; Nishihara, Yasushi.

In: Organic Letters, Vol. 18, No. 7, 15.04.2016, p. 1642-1645.

Research output: Contribution to journalArticle

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, vol. 18, no. 7, pp. 1642-1645. https://doi.org/10.1021/acs.orglett.6b00503
Iwasaki, Masayuki ; Topolovčan, Nikola ; Hu, Hao ; Nishimura, Yugo ; Gagnot, Glwadys ; Na Nakorn, Rungsaeng ; Yuvacharaskul, Ramida ; Nakajima, Kiyohiko ; Nishihara, Yasushi. / Palladium-Catalyzed Regio- and Stereoselective Carbothiolation of Terminal Alkynes with Azolyl Sulfides. In: Organic Letters. 2016 ; Vol. 18, No. 7. pp. 1642-1645.
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