Journal
MOLBANK
Volume 2023, Issue 2, Pages -Publisher
MDPI
DOI: 10.3390/M1651
Keywords
alkyl ketene dimer; peroxides; cyclic diacyl peroxide; oxidation; oxidative coupling
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We have reported a three-component oxidative reaction for the construction of 2'-acyloxy-1,3-dicarbonyl compounds using alkyl ketene dimer, cyclic diacyl peroxide, and trimethyl orthoformate. This synthesis allows the formation of 2'-functionalized 1,3-dicarbonyl compounds instead of the commonly found 2-functionalized moiety. The reaction was performed between 4-butylidene-3-propyloxetan-2-one and cyclopropyl malonoyl peroxide in the presence of trifluoroacetic acid and trimethyl orthoformate at 120°C for 1 hour. The synthesized compound was characterized using NMR spectroscopy, mass spectrometry, and IR spectroscopy.
Here, we first report the 2 & PRIME;-acyloxy-1,3-dicarbonyl compound construction in a three-component oxidative reaction of alkyl ketene dimer with cyclic diacyl peroxide and trimethyl orthoformate. The discovered synthesis allows us to form 2 & PRIME;-functionalized 1,3-dicarbonyl compounds instead of the common 2-functionalized moiety. The reaction between 4-butylidene-3-propyloxetan-2-one and cyclopropyl malonoyl peroxide proceeds in the presence of trifluoroacetic acid and trimethyl orthoformate at 120 & DEG;C for 1 h. The synthesized compound was characterized by NMR spectroscopy, mass spectrometry, and IR spectroscopy.
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