ChemInform Abstract: Remote Hydroxylation Through Radical Translocation and Polar Crossover.

Abstract

Remote Hydroxylation Through Radical Translocation and Polar Crossover. -The site-selective replacement of relatively inert aliphatic C-H bonds with the hydroxy group is facilitated by employing the photocatalyst together with sulfonate esters and sulfonamides and involves a radical translocation, oxidation to carbocation, and nucleophilic trapping with H 2O under mild reaction conditions. The methoxylation of two substrates is also demonstrated. -(HOLLISTER, K. A.; CONNER, E. S.; SPELL, M. L.; DEVEAUX, K.; MANEVAL, L.; BEAL, M. W.; RAGAINS*, J. R.; Angew. Chem., Int. Ed. 54 (2015) 27, 7837-7841, http://dx.doi.org/10.1002/anie.201500880 ; Dep. Chem., La. State Univ., Baton Rouge, LA 70803, USA; Eng.) -Toeppel 43-044