Base-Catalyzed Sequential 1,4-Addition/Intramolecular Cyclization/Aromatization Reaction: Synthesis of Benzofuro[3,2-<i>b</i>]pyridines
Yimin Hu, Wangyu Shi, Zhengyang Yan, Jianning Liao, Min Liu, Jiaqing Xu, Wei Wang, Yongjun Wu, Cheng Zhang, Hongchao Guo
Abstract
An efficient K2CO3-catalyzed 1,4-addition/intramolecular cyclization/aromatization reaction of aurone-derived 1-azadienes with trisubstituted allenoates has been developed, giving a series of benzofuro[3,2-b]pyridines in moderate to excellent yields. The reaction proceeded efficiently under an air atmosphere without the use of transition metal catalysts. This protocol provides a concise approach to benzofuro[3,2-b]pyridines.
Topics & Concepts
AromatizationChemistryIntramolecular forceCatalysisBase (topology)Combinatorial chemistryMedicinal chemistryStereochemistryOrganic chemistryMathematicsMathematical analysisSynthesis of Organic CompoundsCatalytic C–H Functionalization MethodsCatalytic Alkyne Reactions