Simple and practical one-step synthesis of new 1,3-dienic δ-sultones from terminal alkynes and some synthetic applications of these compounds

Jens Gaitzsch, Victor Rogachev, Peter Metz, Victor D. Filimonov, Martin Zahel, Olga Kataeva

Research output: Contribution to journalArticle

5 Citations (Scopus)

Abstract

1,3-Dienic δ-sultones 4,6-diaryl-[1,2]oxathiine 2,2-dioxides were synthesized via a one-step reaction of arylalkynes with dioxane sulfotrioxide. The reactivity of various alkynes in this reaction was investigated. The resulting sultones were brominated with Br2 or N-bromosuccinimide regioselectively to sulfur and subsequently coupled with phenylacetylene using Sonogashira conditions.

Original languageEnglish
Pages (from-to)3-16
Number of pages14
JournalJournal of Sulfur Chemistry
Volume32
Issue number1
DOIs
Publication statusPublished - Feb 2011

Fingerprint

Alkynes
Oxathiins
Bromosuccinimide
Sulfur
naphthosultone
phenylacetylene
1,4-dioxane

Keywords

  • δ-sultones
  • alkynes
  • bromination
  • dioxane sulfotrioxide
  • Sonogashira coupling

ASJC Scopus subject areas

  • Chemistry(all)

Cite this

Simple and practical one-step synthesis of new 1,3-dienic δ-sultones from terminal alkynes and some synthetic applications of these compounds. / Gaitzsch, Jens; Rogachev, Victor; Metz, Peter; Filimonov, Victor D.; Zahel, Martin; Kataeva, Olga.

In: Journal of Sulfur Chemistry, Vol. 32, No. 1, 02.2011, p. 3-16.

Research output: Contribution to journalArticle

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