title: Reaction of azetidines with chloroformates.
abstract: The reaction of an azetidine with a chloroformate can give either the dealkylated heterocycle or the ring-opened product (gamma-chloroamine), which can further cyclize to the oxazinanone. A general study of this underrated reaction was conducted and revealed that azetidines can undergo smooth nucleophilic ring-opening reactions to highly functionalized gamma-chloroamines in the presence of a variety of alkyl chloroformates under mild reaction conditions. Yields are usually good, and parameters governing this reaction were evaluated. [reaction: see text].
authors.affiliation: Institut Lavoisier de Versailles, UMR CNRS 8180, Université de Versailles Saint Quentin en Yvelines, 45 avenue des Etats-Unis, 78035 Versailles Cedex, France.
authors.forename: Monica
authors.initials: M
authors.lastname: Vargas-Sanchez
authors.forename: Sami
authors.initials: S
authors.lastname: Lakhdar
authors.forename: François
authors.initials: F
authors.lastname: Couty
authors.forename: Gwilherm
authors.initials: G
authors.lastname: Evano