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Palladium‐Catalyzed C−H Alkynylation of Unactivated Alkenes
Authors:Benedikt S. Schreib  Marlene Fadel  Erick M. Carreira
Abstract:Palladium‐catalyzed regio‐ and diastereoselective C?H functionalization with bromoalkynes and electronically unbiased olefins is reported. The picolinamide directing group enables the formation of putative 5 and 6‐exo‐metallacycles as intermediates to afford monoalkynylated products in up to 91 % yield in a stereospecific fashion. The systematic study reveals that substrates with a wide range of substituents on the olefin and bromoalkyne coupling partners are tolerated. Chemoselective transformations were demonstrated for the obtained amides, olefins, and alkynes.
Keywords:alkenes  alkynes  C−  C coupling  C−  H activation  palladium catalysis
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