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Triphenylsilane

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The cooperative action of copper and nickel catalysts enables a stereospecific hydroalkylation of terminal alkynes with alkyl iodides to provide E-alkenes with excellent anti-Markovnikov selectivity. The reaction can be accomplished in the presence of esters, nitriles, aryl bromides, ethers, alkyl chlorides, anilines, and a wide range of nitrogen-containing heteroaromatic compounds.
A. Hazra, J. Chen, G. Lalic, J. Am. Chem. Soc., 2019, 141, 12464-12469.


The use of TFSP, a readily available trifluoromethylation reagent prepared from DMAP and Tf2O, enables a general method for the hydrotrifluoromethylation of styrenes under photoredox catalysis without polymerization. The substrate scope was further extended to unactivated alkenes, acrylates, acrylamides, and vinyl-heteroatom-substituted alkenes.
Y.-F. Yang, J.-H. Lin, J.-C. Xiao, Org. Lett., 2021, 23, 9277-9282.