36665-50-6Relevant academic research and scientific papers
Pd-Catalyzed ipso, meta-Dimethylation of ortho-Substituted Iodoarenes via a Base-Controlled C-H Activation Cascade with Dimethyl Carbonate as the Methyl Source
Wu, Zhuo,Wei, Feng,Wan, Bin,Zhang, Yanghui
, p. 4524 - 4530 (2021/05/04)
A methyl group can have a profound impact on the pharmacological properties of organic molecules. Hence, developing methylation methods and methylating reagents is essential in medicinal chemistry. We report a palladium-catalyzed dimethylation reaction of ortho-substituted iodoarenes using dimethyl carbonate as a methyl source. In the presence of K2CO3 as a base, iodoarenes are dimethylated at the ipso- and meta-positions of the iodo group, which represents a novel strategy for meta-C-H methylation. With KOAc as the base, subsequent oxidative C(sp3)-H/C(sp3)-H coupling occurs; in this case, the overall transformation achieves triple C-H activation to form three new C-C bonds. These reactions allow expedient access to 2,6-dimethylated phenols, 2,3-dihydrobenzofurans, and indanes, which are ubiquitous structural motifs and essential synthetic intermediates of biologically and pharmacologically active compounds.
Diprotonation de derives phenoliques. Application a' la preparation de phenyl-3 et de phenyl-4 cyclohexenones
Jacquesy, Jean-Claude,Jouannetaud', Marie-Paulf
, p. 267 - 274 (2007/10/02)
Monocyclic phenols 1-3a (and their methyl ethers) react readily with benzene, in superacid SbF5-HF.In these experiments 4,4 disubstituted cyclohexenones (5, 8 and 11) are the only primary products of the reaction.Their formation is best explain
