Cu/Pd-Catalyzed\nTandem Carbonylative Synthesis of\nEster-Containing 3,4-Dihydroquinolin-2(1<i>H</i>)‑one\nDerivatives from Alkyne-Tethered α‑Bromocarbonyls

A Cu/Pd-catalyzed tandem radical cyclization and carbonylation\nof alkyne-tethered α-bromocarbonyls with phenols has been developed\nfor the expedited construction of ester-containing 3,4-dihydroquinolin-2­(1<i>H</i>)-one scaffolds. By employing benzene-1,3,5-triyl triformate\n(TFBen) as the CO source, the reaction proceeded smoothly to afford\na series of ester-containing 3,4-dihydroquinolin-2­(1<i>H</i>)-one derivatives in high yields. Moreover, this method could be\nutilized in the late-stage modifications of bioactive molecules.

Publication Details

Journal
Figshare
Published
2024-10-04
DOI
https://doi.org/10.1021/acs.joc.4c01032.s001
Primary Topic
Mycorrhizal Fungi and Plant Interactions
Type
article
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article

Cu/Pd-Catalyzed\nTandem Carbonylative Synthesis of\nEster-Containing 3,4-Dihydroquinolin-2(1H)‑one\nDerivatives from Alkyne-Tethered α‑Bromocarbonyls

Figshare
Mycorrhizal Fungi and Plant Interactions
article

Cu/Pd-Catalyzed\nTandem Carbonylative Synthesis of\nEster-Containing 3,4-Dihydroquinolin-2(1H)‑one\nDerivatives from Alkyne-Tethered α‑Bromocarbonyls

article en

Abstract

A Cu/Pd-catalyzed tandem radical cyclization and carbonylation\nof alkyne-tethered α-bromocarbonyls with phenols has been developed\nfor the expedited construction of ester-containing 3,4-dihydroquinolin-2­(1<i>H</i>)-one scaffolds. By employing benzene-1,3,5-triyl triformate\n(TFBen) as the CO source, the reaction proceeded smoothly to afford\na series of ester-containing 3,4-dihydroquinolin-2­(1<i>H</i>)-one derivatives in high yields. Moreover, this method could be\nutilized in the late-stage modifications of bioactive molecules.

Figshare
Openalex Percentile: Top 57%
Mycorrhizal Fungi and Plant Interactions
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Cu/Pd-Catalyzed\nTandem Carbonylative Synthesis of\nEster-Containing 3,4-Dihydroquinolin-2(1<i>H</i>)‑one\nDerivatives from Alkyne-Tethered α‑Bromocarbonyls · Figshare (2024) | TGRS Research Map | TGRS