Modular Synthesis of Multisubstituted Furans through Palladium-Catalyzed Three-Component Condensation of Alkynylbenziodoxoles, Carboxylic Acids, and Imines
作者:Junliang Wu、Naohiko Yoshikai
DOI:10.1002/anie.201504687
日期:2015.9.14
regiocontrolled synthesis of a multisubstitutedfuran is achieved through Pd(OAc)2‐catalyzed room‐temperature condensation of an alkynylbenziodoxole, a carboxylicacid, and an enolizable ketimine, which contribute to C1, CO, and C2 fragments, respectively, to the furan skeleton. The reaction tolerates a broad range of functional groups in each of the reaction components, and enables highly modular and flexible
Copper-catalyzed condensation of imines and α-diazo-β-dicarbonyl compounds: modular and regiocontrolled synthesis of multisubstituted pyrroles
作者:Wei Wen Tan、Naohiko Yoshikai
DOI:10.1039/c5sc02322j
日期:——
In the presence of a copper(II) catalyst, enolizable imines bearing various N-substituents and α-diazo-β-ketoesters undergo denitrogenative and dehydrative condensation to afford highly substituted pyrroles in moderate to good yields with exclusive regioselectivity. The reaction likely involves nucleophilic addition of the imine nitrogen to a copper carbenoid, tautomerization of the resulting azomethine