Synthetic application of chalcogenonium salts: beyond sulfonium
Alix Y. Bastidas Ángel, Philipe Raphael O. Campos, Eduardo E. Alberto
Abstract
-adenosyl-L-methionine (SAM), featuring a sulfonium center as the reactive functional group. Chalcogenonium salts can be employed as alkylating agents, sources of ylides and carbon-centered radicals, partners for metal-catalyzed cross-coupling reactions and organocatalysts. Herein, we will focus the discussion on heavier chalcogenonium salts (selenonium and telluronium), presenting their utility in synthetic organic transformations and, whenever possible, drawing comparisons in terms of reactivity and selectivity with the respective sulfonium analogues.
Topics & Concepts
SulfoniumChemistryReactivity (psychology)Combinatorial chemistryOrganic synthesisRadicalOrganic chemistryCatalysisSalt (chemistry)Alternative medicinePathologyMedicineSulfur-Based Synthesis TechniquesCatalytic C–H Functionalization MethodsOrganoselenium and organotellurium chemistry