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

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.

Key words

heterocycles - nitrogen - nucleophiles - rearrangement - ring opening - spiro compounds

• References and Notes

• 1 Present address: Department of Chemistry, Faculty of Science, University of Antwerp, Middelheimcampus, G.V.211, Groenenborgerlaan 171, 2020 Antwerp, Belgium.
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