Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 85, Issue 23, Pages 15743-15751Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.0c02403
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Funding
- Chiang Mai University, Thailand
- Thailand Research Fund [PHD/0072/2559]
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A novel phosphonium-mediated reaction of isatins is described. In the presence of alcohol, the reaction proceeds to furnish C-12 modified tryptanthrin derivatives. Without alcohol, self-dimerization of isatins gives rise to tryptanthrin and its analogs. This divergent and step-economic approach provides a facile access to diverse indoloquinazoline structures including the natural alkaloids, methylisatoid and cephalanthrin B, in high yields from simple precursors under mild and metal-free reaction conditions.
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