Regio- and stereoselective synthesis of tetrasubstituted (E)-(2-chloro-2-fluoro-1-iodovinyl)dimethylphenylsilane and its desilylative sonogashira coupling?
Organic & Biomolecular Chemistry Pub Date: 2022-11-04 DOI: 10.1039/D2OB01827F
Abstract
Trihalo-substituted vinylsilane was readily synthesized in 77% yield and in an excellent regio- and stereoselective manner from in situ-generated fluorosilylacetylene, followed by the addition of I2 and NCS. The silane was committed to sequential Sonogashira coupling with various terminal acetylenes under mild conditions, affording desilylated chlorofluoro-enyne adducts in moderate to good yields.
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Journal Name:Organic & Biomolecular Chemistry
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CAS no.: 89640-58-4