Journal
ADVANCED SYNTHESIS & CATALYSIS
Volume 363, Issue 4, Pages 1137-1141Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.202001334
Keywords
copper-catalyzed; site-selective; Csp(3)-H; Csp(2)-H cross-coupling; 1; 2-dicarbonyl compounds
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Funding
- National Natural Science Foundation of China [21971079, 21971080, 21772051]
- Fundamental Research Funds for the Central Universities
- Laboratory Research Projects of Central China Normal University [201984]
- 111 Project [B17019]
- Natural Science Foundation of Heilongjiang Province [QC2016016]
- University Nursing Program for Young Scholars with Creative Talents in Heilongjiang Province [UNPYSCT-2017159]
- Fundamental Research Funds in Heilongjiang Provincial Universities [135209304]
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A novel synthetic method was developed using copper catalysis to achieve site-selective C5-dicarbonylation of anthranils, leading to the synthesis of 1,2-dicarbonyl compounds. This process represents the first example of implementing C5-dicarbonylation of anthranils, involving oxidative Csp(3)-H/Csp(2)-H cross-coupling reaction and thermolytic N-O bond cleavage.
A copper-catalyzed site-selective C5-dicarbonylation reaction of anthranils has been developed for synthesis of 1,2-dicarbonyl compounds using methyl ketone as a commercially available carbonylation reagent. This process represents the first example to implement the C5-dicarbonylation of anthranils, which involves an oxidative Csp(3)-H/Csp(2)-H cross-coupling reaction along with thermolytic N-O bond cleavage.
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