Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 81, Issue 19, Pages 8911-8919Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.6b01460
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Funding
- National Natural Science Foundation of China [21273125, 21473097]
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An efficient protocol for the direct transformation of chrornan-4-ones to tricyclic fused pyridines with the skeleton of cassiarins, a family of alkaloids with antimalarial activity, was developed. Also, a general strategy for modular construction of polyheterocydes with diverse natural product-like skeletons was developed by using ketone-alkyne bifunctional substrates. These reactions involved a one-pot cascade oximation of ketones, rhodium-catalyzed C-H activation, and intermolecular/intramolecular alkyne annulations under mild conditions with high atom, step, and redox economy.
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