Hydrothiolation and intramolecular cyclization sequence for the synthesis of 1,3-oxathiine frameworks

Yuta Nishina, Junya Miyata

Research output: Contribution to journalArticle

4 Citations (Scopus)

Abstract

1,3-Oxathiine frameworks can be prepared via the sequential addition and intramolecular cyclization of thiosalicylic acid onto alkynes. A substituent on the alkyne and the presence of a palladium catalyst can allow product regioselectivity control. This strategy is applicable to the synthesis of heterocycles comprising sulfur and oxygen atoms, namely 3,1-benzoxathiines, without any unwanted byproduct.

Original languageEnglish
Pages (from-to)2607-2613
Number of pages7
JournalSynthesis
Volume44
Issue number16
DOIs
Publication statusPublished - 2012

Fingerprint

Oxathiins
Regioselectivity
Alkynes
Cyclization
Palladium
Byproducts
Sulfur
Atoms
Catalysts
Oxygen
Acids

Keywords

  • 3-1-benzoxathiines
  • alkynes
  • heterocycles
  • hydrothiolation
  • palladium
  • sequential reaction

ASJC Scopus subject areas

  • Organic Chemistry
  • Catalysis

Cite this

Hydrothiolation and intramolecular cyclization sequence for the synthesis of 1,3-oxathiine frameworks. / Nishina, Yuta; Miyata, Junya.

In: Synthesis, Vol. 44, No. 16, 2012, p. 2607-2613.

Research output: Contribution to journalArticle

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