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Efficient Construction of Drug-like Bispirocyclic Scaffolds Via Organocatalytic Cycloadditions of α-Imino γ-Lactones and Alkylidene Pyrazolones
Published on: February 7, 2019
Tandem [3 + 2] Cycloaddition Reaction: Access to Polycyclic Quinolinone-Fused Pyrrolo[2,1-a]isoquinoline Scaffolds
Chi Zhang1, Chuanhu Gao1, Yulu Shuai1
1School of Chemistry and Chemical Engineering, Henan University of Technology, Zhengzhou, Henan450001, P. R. China.
Abstract:
A domino protocol for the concise preparation of functionalized quinolinone-fused pyrrolo[2,1-a]isoquinoline derivatives from formyl-phenylpropiolamides using tetrahydroisoquinolines was developed without using any catalyst or additive. This green strategy involved cascade intermolecular aldehyde-amine condensation/intramolecular [3 + 2] cycloaddition. Under benign conditions, a diverse range of favorable compounds were smoothly synthesized in good to high yields with diverse functional group compatibility and broad substrate scope.
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