Synlett 2014; 25(1): 75-80
DOI: 10.1055/s-0033-1340250
letter
© Georg Thieme Verlag Stuttgart · New York

Application of 3-Bromo-3-ethylazetidines and 3-Ethylideneazetidines for the Synthesis of Functionalized Azetidines

Sonja Stanković
,
Matthias D’hooghe*
,
Tim Vanderhaegen
,
Kourosch Abbaspour Tehrani
,
Norbert De Kimpe*
Further Information

Publication History

Received: 14 August 2013

Accepted after revision: 14 October 2013

Publication Date:
04 December 2013 (online)


Abstract

The synthetic utility of 3-bromo-3-ethylazetidines has been demonstrated by the straightforward preparation of 3-alkoxy-, 3-aryloxy-, 3-acetoxy-, 3-hydroxy-, 3-cyano-, 3-carbamoyl- and 3-amino-3-ethylazetidines. In addition, 3-bromo-3-ethylazetidines have been successfully deployed as precursors for a convenient synthesis of 3-ethylideneazetidines, which served as starting materials for the preparation of novel functionalized azetidines and spirocyclic azetidine building blocks.