An environmentally benign multi-component reaction:Highly regioselective synthesis of functionalized 2-(diarylphosphoryl)-1,2-dihydro-pyridine derivatives
作者机构：Key Laboratory of Medicinal Chemistry for Natural Resource(Yunnan University)Ministry of EducationSchool of Chemical Science and TechnologyYunnan UniversityKunming 650091China
出 版 物：《Green Synthesis and Catalysis》 (绿色合成与催化(英文))
年 卷 期：2022年第3卷第1期
页 面：59-68页
学科分类：081704[工学-应用化学] 07[理学] 08[工学] 0817[工学-化学工程与技术] 070303[理学-有机化学] 0703[理学-化学]
基 金：We are grateful for financial support from the Natural Science Foundation of Yunnan Province(Nos.2019fy003003 and 2017fa003) the National Natural Science Foundation of China(No.21662042) Scientific and Technological Innovation Team of Green Synthesis and Activity Research of Natural-like Heterocyclic Compound Libraries in Universities of Yunnan Province.Authors thank advanced analysis and measurement center of Yunnan University for the sample testing service
主 题：2-(Diarylphosphoryl)-1,2-dihydropyridine Cascade reaction Selective synthesis Heterocyclic ketene aminals
摘 要：A novel protocol was developed for the construction of highly functionalized 2-(diarylphosphoryl)-1,2-dihydropyridine derivatives(DAPDHPs)from 3-formylchromones(1),heterocyclic ketene aminals(HKAs,2),and phosphine oxides(R_(2)P(O)H,3)via a novel,one-pot cascade *** of the reaction conditions determined that refluxing the mixture of the 3-formylchromones,HKAs,and various R_(2)P(O)H in propylene carbonate(PC)in the presence of triethylamine as a base facilitated the highest yields of the DAPDHP *** cascade reaction,which involved the cleavage of one C-O bond in the 3-formylchromone substrates and the formation of three new bonds(one C-C,one C-N,and one C-P bond),enabled the synthesis of a small library of DAPDHP *** dearomatized DAPDHP products were formed by the regioselective nucleophilic addition of the R_(2)P(O)H reagents to the intermediate pyridinium salts *** approach has several advantages such as the use of an environmentally-friendly solvent,simple and practical operation(with filtration and washing without column chromatography separation),good yields,and a product with potential biological activity.
维普期刊数据库