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

Author:

Aiken Stuart12345ORCID,Anozie Kelechi12345ORCID,de Azevedo Orlando D. C. C.12345ORCID,Cowen Lewis12345ORCID,Edgar Ross J. L.12345ORCID,Gabbutt Christopher D.12345ORCID,Heron B. Mark12345ORCID,Lawrence Philippa A.12345ORCID,Mills Abby J.12345ORCID,Rice Craig R.12345ORCID,Urquhart Mike W. J.6785ORCID,Zonidis Dimitrios12345ORCID

Affiliation:

1. Department of Chemical Sciences

2. School of Applied Sciences

3. University of Huddersfield

4. Huddersfield

5. UK

6. GlaxoSmithKline Research and Development Limited

7. Medicines Research Centre

8. Stevenage

Abstract

The addition of sulfenes to substituted enaminoketones, followed by a facile Cope elimination, provides efficient access to a diverse series of 1,2-oxathiine 2,2-dioxides.

Publisher

Royal Society of Chemistry (RSC)

Subject

Organic Chemistry,Physical and Theoretical Chemistry,Biochemistry

Reference51 articles.

1. Recent Developments in the Synthesis and Application of Sultones

2. M. Sainsbury , Chapter 40: Compounds containing a Six-membered Ring having two Hetero-atoms from Group VIB of the Periodic Table: Dioxanes, Oxathianes and Dithianes , in Rodd's Chemistry of Carbon Compounds , 2nd edn, 1964 , vol. IV , pp. 375–426

3. M. J. Cook , Chapter 2.26: Six-membered Rings with More than One Oxygen or Sulfur Atom , in Comprehensive Heterocyclic Chemistry , ed. A. J. Boulton and A. McKillop , 1984 , vol. 3 , pp. 943–994

4. E. Kleinpeter , Chapter 8.10: 1,2-Dioxins, Oxathiins, Dithiins, and their Benzo Derivatives , in Comprehensive Heterocyclic Chemistry III , ed. A. Aitken , 2008 , vol. 8 , pp. 677–738

5. The Sulfonation of Mesityl Oxide

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