A novel iodine-catalyzed functionalization of a variety of olefins and alkynes and direct decarboxylative functionalization of cinnamic and propiolic acids with TosMIC to provide access to various vinyl, allyl, and β-iodo vinylsulfones is described. This simple, efficient, and environmentally benign approach employing inexpensive molecular iodine as a catalyst demonstrates a versatile protocol for the synthesis of highly valuable sulfones, rendering it attractive to both synthetic and medicinal chemistry.

No Abstract

AM itsunobu approachf or the synthesis of sulfinate estersbyd irect nucleophilic substitution of alcohols is described. Thes alientf eatures of this strategy include neutral and metal-free conditions for the rapid synthesis of sulfinates in high yields.Thep resent protocolu sing p-toluenesulfonylmethyl isocyanide (TosMIC) andt he triphenylphosphine (TPP)/diisopropyl azodicarboxylate (DIAD) reagent systemr epresents the general synthetic route to this important class of compounds.

In this study, we developed a convenient methodology for the N-arylation of various acetamides, benzamides and related compounds by iodoferrocene. Optimization of the reaction was first performed from acetamide on...