Litcius/Paper detail

Synthesis of 4-Alkylated 1,4-Dihydropyridines: Fe(II)-Mediated Oxidative Cascade Cyclization Reaction of Cyclic Ethers with Enaminones

Yulin Sun, Zhuoyuan Liu, Donghan Liu, Mingshuai Zhang, Longkun Chen, Zhangmengjie Chai, Xuebing Chen, Fuchao Yu

2023The Journal of Organic Chemistry13 citationsDOI

Abstract

Syntheses of highly functionalized 4-alkylated 1,4-dihydropyridines (1,4-DHPs) from cyclic ethers and enaminones via iron(II)-mediated oxidative free radical cascade C(sp 3 )–H bond functionalization/C(sp 3 )–O bond cleavage/cyclization reaction have been first developed. This novel synthetic strategy offers an alternative method for the construction of 1,4-DHPs by using esters as the C4 sources, as well as expands the application of ethers in heterocycle synthesis.

Topics & Concepts

AlkylationChemistryOxidative phosphorylationCascadeCascade reactionOrganic chemistryCatalysisBiochemistryChromatographyCatalytic C–H Functionalization MethodsOxidative Organic Chemistry ReactionsSynthesis and Characterization of Pyrroles