摘要
Pyrazolidinones,as significant analogs ofβ-lactam antibiotics,have garnered substantial interest for their enantioselective synthesis.Azomethine imines,recognized as valuable building blocks for the construction of these nitrogen-containing compounds,underscore the continuous pursuit of novel building blocks and reaction methodologies within the chemical community.In this paper,we present a cascade cyclization between alkenyl azomethine imines and furan-2(5H)-one to generate chiral coronal polyheterocyclic compounds with high yields and enantioselectivities,catalyzed by dipeptide-derived phosphonium salts.In-vitro biological activity assays highlight the potential of these chiral compounds in drug discovery.Additionally,density functional theory(DFT)calculations elucidate the pivotal role of phosphonium salts,demonstrating their cooperative activations via hydrogen bonding and ion-pairing interactions.
基金
Financial support from National Natural Science Foundation of China(Nos.21871282,22377113,22301309)
Strategic Priority Research Program of the Chinese Academy of Sciences(No.XDB0590000)
National Key Research and Development Program of China(No.2023YFA0914502)
Taishan Scholar Program of Shandong Province(No.tsqn202306103,tsqn202306026)
Postdoctoral Fellowship Program of CPSF(No.GZC20232509)
Distinguished Young Scholars of Shandong Province(Overseas)(No.2022HWYQ-004)
Shandong Postdoctoral Science Foundation(No.SDBX2023044)
Qingdao Postdoctoral Science Foundation(No.QDBSH20230202048)
the Fundamental Research Funds for the Central Universities(Ocean University of China)。
