α-Arylsulfonyloxyacrylates: attractive -centered electrophiles for synthesis of α-substituted acrylates Pd-catalysed Suzuki reactions.

RSC Adv

Key Laboratory of Degraded and Unused Land Consolidation Engineering, The Ministry of Land and Resources of China, College of Environmental Science and Engineering, Chang'an University No. 126 Yanta Road Xi'an 710054 China.

Published: March 2023

We herein report α-arylsulfonyloxyacrylates as a kind of useful and attractive -centered electrophiles for Suzuki cross-coupling reactions. A range of α-(hetero)aryl substituted acrylates has been prepared the palladium-catalysed C-C cross-coupling reactions between potassium (hetero)aryltrifluoroborates and α-arylsulfonyloxyacrylates. Moreover, α-arylsulfonyloxyacrylate could also react with B-alkyl-9-BBN to produce α-alkyl substituted acrylates. The synthetic application of this new method was demonstrated by the preparation of the intermediate for synthesis of retinoid X receptors-selective retinoids. These Suzuki reaction-based protocols feature broad substrate scope, generality, and mild reaction conditions.

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http://www.ncbi.nlm.nih.gov/pmc/articles/PMC10026373PMC
http://dx.doi.org/10.1039/d3ra00401eDOI Listing

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