Fe-mediated oxidative cascade [1 + 2 + 3]-cyclization/esterification reaction: synthesis of 4-alkylated 1,4-dihydropyridines

Zhuoyuan Liu; Yulin Sun; Mingshuai Zhang; Longkun Chen; Xue-Bing Chen; Xiang Li; Fuchao Yu

doi:10.1039/d3ob00704a

Fe-mediated oxidative cascade [1 + 2 + 3]-cyclization/esterification reaction: synthesis of 4-alkylated 1,4-dihydropyridines

Org Biomol Chem. 2023 Jul 5;21(26):5475-5480. doi: 10.1039/d3ob00704a.

Authors

Zhuoyuan Liu¹, Yulin Sun¹, Mingshuai Zhang¹, Longkun Chen¹, Xue-Bing Chen², Xiang Li³, Fuchao Yu¹

Affiliations

¹ Faculty of Life Science and Technology, Kunming University of Science and Technology, Kunming, 650500, P. R. China. yufuchao05@126.com.
² College of Science, Honghe University, Mengzi 661199, P. R. China. orangekaka@126.com.
³ Research Center for Analysis and Measurement, Kunming University of Science and Technology, Kunming 650500, PR China. taoandli@126.com.

PMID: 37341640
DOI: 10.1039/d3ob00704a

Abstract

An Fe-mediated four-component reaction of enaminones, anhydrides and tetrahydrofuran through a cascade [1 + 2 + 3]-cyclization/esterification process is presented. This protocol provides a new and effective method to construct 4-alkylated 1,4-dihydropyridines with an ester fragment. Cyclic ether is employed as the C4 source of 1,4-dihydropyridines for the first time.