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Additive- and Ligand-Free Cross-Coupling Reactions between Alkenes and Alkynes by Iridium Catalysis.

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Although a range of transition-metal-catalyzed cross-coupling reactions of alkenes and alkynes have been developed to produce valuable conjugated dienes, extension of these reactions to iridium catalysis has yet to be… Click to show full abstract

Although a range of transition-metal-catalyzed cross-coupling reactions of alkenes and alkynes have been developed to produce valuable conjugated dienes, extension of these reactions to iridium catalysis has yet to be demonstrated. The first iridium-catalyzed alkene-alkyne cross-coupling reactions have been realized under ligand- and additive-free conditions. A wide range of acrylamides and alkynes could be used as coupling partners, providing branched ( Z, Z)-butadiene skeletons with excellent site- and stereoselectivities. The utility of this approach is also demonstrated by preparative-scale and C-H functionalization of perillic and artemisic amides.

Keywords: reactions alkenes; cross coupling; coupling reactions; alkenes alkynes; iridium catalysis

Journal Title: Organic letters
Year Published: 2019

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