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

Authors :
Sun Y
Liu Z
Liu D
Zhang M
Chen L
Chai Z
Chen XB
Yu F
Source :
The Journal of organic chemistry [J Org Chem] 2023 Aug 18; Vol. 88 (16), pp. 11627-11636. Date of Electronic Publication: 2023 Aug 09.
Publication Year :
2023

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 <superscript>3</superscript> )-H bond functionalization/C(sp <superscript>3</superscript> )-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.

Details

Language :
English
ISSN :
1520-6904
Volume :
88
Issue :
16
Database :
MEDLINE
Journal :
The Journal of organic chemistry
Publication Type :
Academic Journal
Accession number :
37556793
Full Text :
https://doi.org/10.1021/acs.joc.3c00925