title: Unexpected formation of 2,1-benzisothiazol-3-ones from oxathiolano ketenimines: a rare tandem process.
abstract: A rare one-pot reaction, a tandem [1,5]-H shift/1,5 electrocyclization/[3 + 2] cycloreversion process, leading from N-[2-(1,3-oxathiolan-2-yl)]phenyl ketenimines to 1-(beta-styryl)-2,1-benzisothiazol-3-ones and ethylene, is disclosed and mechanistically unraveled by means of a computational DFT study. The two latter stages of the tandem process are calculated to occur in a single mechanistic step via a transition structure of pseudopericyclic characteristics.
authors.affiliation: Departamento de Quimica Organica, Facultad de Quimica, Universidad de Murcia, Campus de Espinardo, 30100 Murcia, Spain. alajarin@um.es
authors.forename: Mateo
authors.initials: M
authors.lastname: Alajarin
authors.forename: Baltasar
authors.initials: B
authors.lastname: Bonillo
authors.forename: Pilar
authors.initials: P
authors.lastname: Sanchez-Andrada
authors.forename: Angel
authors.initials: A
authors.lastname: Vidal
authors.forename: Delia
authors.initials: D
authors.lastname: Bautista