<sup>1</sup>O<sub>2</sub> and Base Assisted Oxidative Conversion of β-Enaminoesters to α-Acyloxy-β-ketoesters under Visible Light Irradiation

Singlet oxygen (<sup>1</sup>O<sub>2</sub>) and base assisted conversion of β<i>-</i>enaminoesters to α-acyloxy-β-ketoesters is demonstrated under visible light irradiation. The reaction involves formation of an imine intermediate via ene-type pathway initiated by <sup>1</sup>O<sub>2</sub> followed by base promoted dimerization and hydrolysis steps. The method is mild, environmentally friendly, requires air as the oxidant, and gives the products in moderate to high yields.

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Publication Details

Journal
The Journal of Organic Chemistry
Published
2024-09-19
DOI
https://doi.org/10.1021/acs.joc.4c01994
Citations
2
Primary Topic
Synthesis and Characterization of Pyrroles
Type
article
Field-Weighted Citation Impact
0.50

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article

1O2 and Base Assisted Oxidative Conversion of β-Enaminoesters to α-Acyloxy-β-ketoesters under Visible Light Irradiation

Nidhi Jain, Rohit Kumar, Deepak
2 citations
The Journal of Organic Chemistry
Synthesis and Characterization of Pyrroles
0.50
article

1O2 and Base Assisted Oxidative Conversion of β-Enaminoesters to α-Acyloxy-β-ketoesters under Visible Light Irradiation

Nidhi Jain, Rohit Kumar, Deepak
article en
2 citations

Abstract

Singlet oxygen (<sup>1</sup>O<sub>2</sub>) and base assisted conversion of β<i>-</i>enaminoesters to α-acyloxy-β-ketoesters is demonstrated under visible light irradiation. The reaction involves formation of an imine intermediate via ene-type pathway initiated by <sup>1</sup>O<sub>2</sub> followed by base promoted dimerization and hydrolysis steps. The method is mild, environmentally friendly, requires air as the oxidant, and gives the products in moderate to high yields.

The Journal of Organic ChemistryVol. 89(19)
Indian Institute of Technology Delhi (IN)
Council of Scientific and Industrial Research, India, Science and Engineering Research Board
Openalex Percentile: Top 39%
Synthesis and Characterization of Pyrroles
0.50
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