A highly regioselective copper-mediated hydrodifluoroalkylation of alkynes with ethyl bromodifluoroacetate or bromodifluoroacetamides has been developed. This strategy provides straightforward access to a variety of difluoroalkylated alkenes under mild reaction conditions with low-cost cuprous bromide and metabisulfite as reduction agents. A wide range of alkynes are applicable under these reaction conditions. The excellent functional-group compatibility and good regio- and stereoselectivities are the notable features of this transformation.
A copper‐catalyzed formal allylboration of terminal alkynes using allyl bromides or sulfonates as electrophiles has been achieved. This method exhibits good regio‐/stereoselectivity and good functional‐group tolerance for various substituents on the aromatic rings of arylethynes. Through this strategy, various trisubstituted vinyl pinacol boronic esters with a 1,4‐diene skeleton have been constructed. In order to demonstrate the utility of this method, the resulting 1,4‐dienes with boron substitution were further used in transformations such as Suzuki coupling, oxidation, halogenation, and so on, leading to various important compounds.
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