Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 84, Issue 4, Pages 2112-2125Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.8b03114
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Funding
- Science and Engineering Research Board, India [EMR/2017/000578]
- Indian Institute of Technology Bombay
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We report here a simple and efficient copper catalyzed oxidative C-C bond cleavage of stable aromatic cyclic-fused and acyclic 1,2-diketones to deliver amides and imides in high yields. This newly developed protocol provides an excellent tool to transform structurally different 1,2-diketones into different products under the same reaction conditions. The key synthetic features of this methodology are the formation of 1,8-naphthalimides and biphenyl-2,2'-dicarboxamide motifs in high yields. The fluorescent studies of 1,8-naphthalimide derivatives were also carried out in order to show the potential application of these scaffolds.
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