Denton, Elliott H. published the artcileCatalytic Carbochlorocarbonylation of Unsaturated Hydrocarbons via C-COCl Bond Cleavage, Application of 2-Hydroxy-4-(trifluoromethyl)benzoic acid, the publication is Angewandte Chemie, International Edition (2021), 60(43), 23435-23443, database is CAplus and MEDLINE.
A palladium-catalyzed difunctionalisation of unsaturated C-C bonds with acid chlorides was reported. Formally, C-COCl bond of an acid chloride was cleaved and added, with complete atom economy, across either strained alkenes or a tethered alkyne to generate new acid chlorides I [Ar = Ph, 2-naphthyl, benzo[b]thiophen-2-yl, etc.]. The transformation does not require exogenous carbon monoxide, operated under mild conditions, showed a good functional group tolerance, and gave isolated products with excellent stereoselectivity. The intermol. reaction tolerated both aryl- and alkenyl-substituted acid chlorides and was successful when carboxylic acids were transformed to acid chloride in situ. The reaction also showed an example of temperature-dependent stereodivergence which, together with plausible mechanistic pathways, was investigated by DFT calculations Moreover, it was shown that benzofurans could be formed in an intramol. variant of reaction. Finally, derivatisation of products from intermol. reaction provided a highly stereoselective approach for synthesis of tetrasubstituted cyclopentanes.
Angewandte Chemie, International Edition published new progress about 328-90-5. 328-90-5 belongs to alcohols-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Carboxylic acid,Benzene,Phenol, name is 2-Hydroxy-4-(trifluoromethyl)benzoic acid, and the molecular formula is C8H5F3O3, Application of 2-Hydroxy-4-(trifluoromethyl)benzoic acid.
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