Yin, Fucheng published the artcileRhodium(III)-catalyzed Cleavage of C-C Bond and C-H Bond Cascaded by Michael Addition for the Conversion of α-Hydroxy Ketones to Phthalides and Isocoumarins, Name: 2-Hydroxy-2-phenylacetic acid, the publication is Asian Journal of Organic Chemistry (2022), 11(4), e202200024, database is CAplus.
A protocol for Rh(III)-catalyzed cleavage of C-C bond and C-H bond cascaded by Michael addition of α-hydroxy ketones was established. The method allows the rapid construction of phthalides and isocoumarins skeleton. A total of 62 phthalides and isocoumarins were obtained with yields up to 91% demonstrating the broad applicability of the protocol. This efficient cascade catalysis can be applied to the total synthesis of the natural products isoochracinic acid and sparstolonin B. The reaction mechanism, especially the dimerization process of the α-hydroxyketone, is unique. Further studies of the reaction using control experiments, in situ NMR anal., cyclic voltammogram and isotope tracking experiments have provided insight into the reaction mechanism.
Asian Journal of Organic Chemistry published new progress about 90-64-2. 90-64-2 belongs to alcohols-buliding-blocks, auxiliary class Carboxylic acid,Benzene,Alcohol,Natural product, name is 2-Hydroxy-2-phenylacetic acid, and the molecular formula is C4H6O3, Name: 2-Hydroxy-2-phenylacetic acid.
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