A Palladium-Catalyzed Cascade Process of 1,3-Enynes and Imines to Construct Multisubstituted Pyrrole Derivatives
Tian-Ying Zhang1, Bao-Rui Kong1, Ze-Liang He1
1Key Laboratory of Drug-Targeting and Drug Delivery System of the Education Ministry and Sichuan Province, and Sichuan Research Center for Drug Precision Industrial Technology, West China School of Pharmacy, Sichuan University, Chengdu 610041, China.
Abstract:
A palladium-catalyzed cascade reaction of 1,3-enynes and aldimines to efficiently access multisubstituted pyrroles is reported, proceeding in a Pd(0) π-Lewis base-mediated vinylogous addition, intramolecular central carbon N-allylation of the resultant π-allylpalladium species, protonation, β-H elimination, and isomerization sequence. In addition, benzosultam-fused dihydropyrroles, bearing a quaternary stereogenic center and an exo-cyclic double bond, are similarly furnished by using the related ketimines.
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