Sterically controlled isodesmic late-stage C–H iodination of arenes
Mirxan Farizyan, Rita de Jesus, Jyotirmoy Dey, Manuel van Gemmeren
Abstract
electrophilic aromatic iodination protocols. These methods are limited to specific regioisomers by their inherent selectivities and/or the availability of the required starting materials. Herein, we describe the sterically controlled iodination of arenes through an isodesmic C-H/C-I bond metathesis approach enabled by our dual ligand-based catalysts for arene-limited nondirected C-H activation. The protocol gives direct access to a complementary product spectrum with respect to traditional methods. Its synthetic utility is demonstrated by a broad scope and the suitability for late-stage modification.
Topics & Concepts
Isodesmic reactionSteric effectsElectrophileChemistryCombinatorial chemistryHalogenationArylMetathesisSalt metathesis reactionOrganic synthesisLigand (biochemistry)CatalysisMoleculeOrganic chemistryAlkylPolymerizationReceptorPolymerBiochemistryCatalytic C–H Functionalization MethodsSynthesis and Catalytic ReactionsSulfur-Based Synthesis Techniques