71776-82-4Relevant articles and documents
C(sp3)-H methylation enabled by peroxide photosensitization and Ni-mediated radical coupling
Vasilopoulos, Aristidis,Krska, Shane W.,Stahl, Shannon S.
, p. 398 - 403 (2021/05/06)
The “magic methyl” effect describes the change in potency, selectivity, and/or metabolic stability of a drug candidate associated with addition of a single methyl group. We report a synthetic method that enables direct methylation of C(sp3)-H bonds in diverse drug-like molecules and pharmaceutical building blocks. Visible light-initiated triplet energy transfer promotes homolysis of the O-O bond in di-tert-butyl or dicumyl peroxide under mild conditions. The resulting alkoxyl radicals undergo divergent reactivity, either hydrogen-atom transfer from a substrate C-H bond or generation of a methyl radical via b-methyl scission. The relative rates of these steps may be tuned by varying the reaction conditions or peroxide substituents to optimize the yield of methylated product arising from nickel-mediated cross-coupling of substrate and methyl radicals.
Solvent-free transesterification in a ball-mill over alumina surface
Chatterjee, Tanmay,Saha, Debasree,Ranu, Brindaban C.
experimental part, p. 4142 - 4144 (2012/08/28)
An efficient procedure for transesterification has been developed in a ball-mill in the absence of any solvent, acid/base or metal catalyst. A variety of methyl, ethyl, allyl esters have been transesterified to higher benzyl and other esters in high yields by this procedure.
Asymmetric hydrogenation of tri-substituted alkenes with Ir-NHC-thiazole complexes
K?llstr?m, Klas,Andersson, Pher G.
, p. 7477 - 7480 (2007/10/03)
An efficient chiral N-heterocyclic carbene ligand for the Ir-catalyzed asymmetric hydrogenation of largely unfunctionalized tri-substituted olefins has been developed. The Ir-NHC-thiazole catalyst is able to reduce a large variety of substrates with excellent conversions and good enantioselectivities with ee's ranging from 34% to 90%, depending on the geometry around the double bond of the substrates.
