186395-08-4Relevant 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
supporting information, 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.
Aniline derivatives, their manufacture and use as pharmaceuticals
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Page 23, (2010/02/09)
This invention relates to compounds of the formula wherein X is N and Y is S or O; or X is S or O and Y is N; R1 is hydrogen or C1-7-alkyl; R2 and R3 independently from each other are selected from the group con
New carbon radical chemistry as a model for the biogenesis of the interiorin/kadsulignan type of dibenzocyclooctadiene lignan
Green, Stuart P.,Whiting, Donald A.
, p. 193 - 201 (2007/10/03)
Novel intramolecular radical spirocyclisation reactions in aromatic nuclei, 48→49, 40→22 and 34→32, are presented, which mimic a key step in the proposed biosynthesis of the interiorins 2a-d, the kadsulignans 3a,b and relatives.
Applicability of Hammett Equation to Kinetics of Acid-catalysed Esterification of ortho-Substituted Phenoxyacetic, Phenylmercaptoacetic and Phenylsulphonylacetic Acids by Methanol
Baliah, V.,Gurumurthy, R.
, p. 257 - 258 (2007/10/02)
Correlation analysis of the title rate data shows that the steric effects of ortho-substituents are absent at the reaction centre.
