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

The Kizhner Research Center

Research output: Contribution to journal › Article

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 language	English
Pages (from-to)	3-16
Number of pages	14
Journal	Journal of Sulfur Chemistry
Volume	32
Issue number	1
DOIs	https://doi.org/10.1080/17415993.2010.537339 https://doi.org/10.1080/17415993.2010.537339
Publication status	Published - Feb 2011

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Keywords

δ-sultones
alkynes
bromination
dioxane sulfotrioxide
Sonogashira coupling

ASJC Scopus subject areas

Chemistry(all)

Cite this

Gaitzsch, J., Rogachev, V., Metz, P., Filimonov, V. D., Zahel, M., & Kataeva, O. (2011). Simple and practical one-step synthesis of new 1,3-dienic δ-sultones from terminal alkynes and some synthetic applications of these compounds. Journal of Sulfur Chemistry, 32(1), 3-16. https://doi.org/10.1080/17415993.2010.537339, https://doi.org/10.1080/17415993.2010.537339

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AU - Zahel, Martin

AU - Kataeva, Olga

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