10.1016/S0040-4020(01)80112-5
This research focuses on the synthesis and study of new 3-substituted bicyclobutanes derived from sulfones, with the aim of utilizing these compounds as precursors for highly substituted and functionalized cyclobutane derivatives. The study explores various addition reactions involving the central bond of the bicyclobutane system, including reactions with hydrazoic acid, cyanocuprate reagents, phenylselenol, and others, to introduce additional functional groups. The research concludes that these reactions are of wide scope and can be used to transform 3-allylated bicyclobutane derivatives into 1-(arylsulfonyl)bicyclo[2.1.1]hexanes through a sequence of cyclobutane formation, epoxidation, and intramolecular cyclization. Key chemicals used in the process include sulfones 1-7, various nucleophiles for addition reactions, and reagents for transformations such as epoxidation and cyclization. The study provides detailed procedures, yields, and physical properties of the synthesized compounds, along with their 'H NMR and other analytical data, highlighting the versatility and potential applications of these bicyclobutane derivatives in organic synthesis.