Journal
ORGANIC LETTERS
Volume 19, Issue 16, Pages 4319-4322Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.7b01989
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Funding
- National Natural Science Foundation of China [21272028, 21572025, 21602019]
- Innovation & Entrepreneurship Talents Introduction Plan of Jiangsu Province
- Key University Science Research Project of Jiangsu Province [15KJA150001]
- Jiangsu Key Laboratory of Advanced Catalytic Materials Technology [BM2012110]
- Advanced Catalysis and Green Manufacturing Collaborative Innovation Center
- Young Natural Science Foundation of Jiangsu Province [BK20150263]
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Palladium-catalyzed multicomponent reactions (MCRs) between o-alkynylanlines, aryl iodides, and atmospheric pressure of CO2 are developed, affording a series of 3,3-diaryl 2,4-quinolinediones bearing a newly constructed quaternary carbon center in moderate to excellent yields. The reaction proceeded with a sequential carboxylation, trans-oxopalladation of C C bond by ArPdX species, and reductive elimination procedure leading to benzoxazine-2-ones bearing tetrasubstituted vinyl fragments. Then, rearrangement of benzoxazine-2-ones took place toward 3,3-diaryl 2,4-quinolinediones. This procedure features simultaneous formation of four bonds in one pot.
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