ol9b01766_si_001.pdf (2.42 MB)
Additive- and Ligand-Free Cross-Coupling Reactions between Alkenes and Alkynes by Iridium Catalysis
journal contribution
posted on 2019-06-12, 14:43 authored by Yaling Sun, Keke Meng, Jian Zhang, Mengxin Jin, Nini Huang, Guofu ZhongAlthough 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.