Ramesh, Perla published the artcileRecyclable Aliphatic Nitrile-Template Enabled Remote meta-C-H Functionalization at Room Temperature, Synthetic Route of 51656-68-9, the publication is Journal of Organic Chemistry, database is CAplus and MEDLINE.
This article describes the development of a new aliphatic nitrile-template-directed remote meta-selective C-H olefin functionalization reaction of arenes. Remarkably, unlike the previous reports, this process was feasible at room temperature and enabled the formation of products with excellent regio-selectivity. The present protocol encompasses a broad spectrum of substituted dihydrocinnamic acids and olefins, producing meta-C-H olefinated products (up to 96% yield). In addition, the efficacy of the present method was showcased by the synthesis of various drug analogs (e.g., cholesterol, estrone, ibuprofen, and naproxen). Significantly, the robustness of meta-olefination was also demonstrated by gram-scale synthesis. The new nitrile-based meta-directing template, in particular, could be easily synthesized in two steps and recycled under mild conditions. A, B, and C represent the Intrinsic Reaction Curves (IRCs) for the meta-C-H activation, Alkene Insertion, and β-Hydride elimination, resp., along with the corresponding transition states. CYL view software was used for showing transition state structures.
Journal of Organic Chemistry published new progress about 51656-68-9. 51656-68-9 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Carboxylic acid,Benzene, name is 3-(2,6-Dichlorophenyl)propanoic acid, and the molecular formula is C9H8Cl2O2, Synthetic Route of 51656-68-9.
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