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Copper-Catalyzed Three-Component Tandem Cyclization for One-Pot Synthesis of Indole-Benzofuran Bis-Heterocycles

Peng Ma, Yuhang Wang, Jianhui Wang

2024The Journal of Organic Chemistry10 citationsDOI

Abstract

A one-pot, three-component synthesis of indole-benzofuran bis-heterocycles from terminal alkynes, salicylaldehydes, and indoles has been developed via copper-catalyzed tandem annulation. This catalytic system utilizes readily available starting materials, enabling predictable synthesis of indole-benzofuran bis-heterocycles with broad substrate versatility, excellent regiocontrol, and gram-scale amenability. The reaction proceeds via a sequential pathway involving A3 coupling, 1,4-conjugate addition, and 5- exo - dig cyclization.

Topics & Concepts

BenzofuranTandemIndole testAnnulationCatalysisChemistryCombinatorial chemistrySubstrate (aquarium)Organic chemistryMaterials scienceGeologyComposite materialOceanographyCatalytic C–H Functionalization MethodsCatalytic Cross-Coupling ReactionsSynthesis of Indole Derivatives
Copper-Catalyzed Three-Component Tandem Cyclization for One-Pot Synthesis of Indole-Benzofuran Bis-Heterocycles | Litcius