Flow technology enabled preparation of C3-heterosubstituted 1-azabicyclo[1.1.0]butanes and azetidines: accessing unexplored chemical space in strained heterocyclic chemistry.
Pantaleo MusciMarco ColellaMichael AndresiniAndrea AraminiLeonardo DegennaroRenzo LuisiPublished in: Chemical communications (Cambridge, England) (2022)
The use of flow technology as an enabling tool for accessing 1-azabicyclo[1.1.0]butanes bearing strained 3-, 4-, and 5-membered O-heterocycles with C3 (N-het) -C2 (O-het) connectivity is reported. Reactivity and chemoselectivity (N-ring vs. O-ring) were also evaluated. New chemical space has been explored and new structural motifs such as ABB-aziridines or spiro azetidine-oxazetidines are also reported.