Synthesis 2012; 44(10): 1584-1590
DOI: 10.1055/s-0031-1290951
paper
© Georg Thieme Verlag Stuttgart · New York

An Efficient Synthesis of Azetidines with (2-Bromoethyl)sulfonium Triflate

Sven P. Fritz
School of Chemistry, University of Bristol, Cantock’s Close, Bristol BS8 1TS, UK, Fax: +44(117)9277985   eMail: v.aggarwal@bristol.ac.uk   eMail: eoghan.mcgarrigle@bristol.ac.uk
,
Juan F. Moya
School of Chemistry, University of Bristol, Cantock’s Close, Bristol BS8 1TS, UK, Fax: +44(117)9277985   eMail: v.aggarwal@bristol.ac.uk   eMail: eoghan.mcgarrigle@bristol.ac.uk
,
Matthew G. Unthank
School of Chemistry, University of Bristol, Cantock’s Close, Bristol BS8 1TS, UK, Fax: +44(117)9277985   eMail: v.aggarwal@bristol.ac.uk   eMail: eoghan.mcgarrigle@bristol.ac.uk
,
Eoghan M. McGarrigle*
School of Chemistry, University of Bristol, Cantock’s Close, Bristol BS8 1TS, UK, Fax: +44(117)9277985   eMail: v.aggarwal@bristol.ac.uk   eMail: eoghan.mcgarrigle@bristol.ac.uk
,
Varinder K. Aggarwal*
School of Chemistry, University of Bristol, Cantock’s Close, Bristol BS8 1TS, UK, Fax: +44(117)9277985   eMail: v.aggarwal@bristol.ac.uk   eMail: eoghan.mcgarrigle@bristol.ac.uk
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Publikationsverlauf

Received: 17. Januar 2012

Accepted after revision: 19. März 2012

Publikationsdatum:
26. April 2012 (online)


Abstract

Easily accessible arylglycine derivatives were cyclized to azetidines by using commercially available (2-bromoethyl)sulfonium triflate in a simple and mild procedure. The high-yielding reaction has a relatively broad scope and was extended to the synthesis of an oxetane.