Advanced search
Publication Cover
Journal of Sulfur Chemistry Volume 32, 2011 - Issue 1
Submit an article Journal homepage
169
Views
5
CrossRef citations to date
0
Altmetric
Original Articles

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 Department of Chemistry, Technische Universität Dresden, Bergstrasse 66, 01069, Dresden, Germany; Leibniz-Institut für Polymerforschung Dresden e.V., Hohe Straße 6, 01069, Dresden, Germany
,
Victor Rogachev Department of Chemistry, Technische Universität Dresden, Bergstrasse 66, 01069, Dresden, Germany; Department of Organic Chemistry, Tomsk Polytechnic University, Leninstr. 30, 634050, Tomsk, RussiaCorrespondence[email protected]
,
Peter Metz Department of Chemistry, Technische Universität Dresden, Bergstrasse 66, 01069, Dresden, Germany
,
Victor D. Filimonov Department of Organic Chemistry, Tomsk Polytechnic University, Leninstr. 30, 634050, Tomsk, Russia
,
Martin Zahel Department of Chemistry, Technische Universität Dresden, Bergstrasse 66, 01069, Dresden, Germany
&
Olga Kataeva Department of Chemistry, Technische Universität Dresden, Bergstrasse 66, 01069, Dresden, GermanyView further author information
Pages 3-16 | Received 10 Sep 2010, Accepted 31 Oct 2010, Published online: 10 Dec 2010
 
Sample our Physical Sciences journals, sign in here to start your FREE access for 14 days

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 α to sulfur and subsequently coupled with phenylacetylene using Sonogashira conditions.

Acknowledgements

Financial support of this work by the DFG (ME 776/15-2) and the Rosa-Luxemburg-Foundation is gratefully acknowledged.

Notes

Crystallographic data (excluding structure factors) for the structures in this paper have been deposited with the Cambridge Crystallographic Data Centre as supplementary publication numbers CCDC 776086 (6b), CCDC 776085 (8a), CCDC 776084 (8c).

Additional information

Notes on contributors

Olga Kataeva

X-ray diffraction analysis.

Reprints and Corporate Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

To request a reprint or corporate permissions for this article, please click on the relevant link below:

Order Reprints Request Corporate Permissions

Academic Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

Obtain permissions instantly via Rightslink by clicking on the button below:

Request Academic Permissions

If you are unable to obtain permissions via Rightslink, please complete and submit this Permissions form. For more information, please visit our Permissions help page.

Related Research Data

Expedient synthesis of highly substituted 3,4-dihydro-1,2-oxathiine 2,2-dioxides and 1,2-oxathiine 2,2-dioxides: revisiting sulfene additions to enaminoketones.
Source: Royal Society of Chemistry (RSC)

Linking provided by 

Related research

People also read lists articles that other readers of this article have read.

Recommended articles lists articles that we recommend and is powered by our AI driven recommendation engine.

Cited by lists all citing articles based on Crossref citations.
Articles with the Crossref icon will open in a new tab.