Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 83, Issue 21, Pages 13523-13529Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.8b01999
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Funding
- National Natural Science Foundation of China [21602001, 21672196, 21404096, U1463202]
- Fundamental Research Funds for the Central Universities of China [WK2060190086]
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A scalable and practical synthesis of functionalized indoles via Pd-(BuONO)-Bu-t cocatalyzed aerobic cycloisomerization of o-allylanilines is reported. Using molecular oxygen as a terminal oxidant, a series of substituted indoles were prepared in moderate to good yields. The avoidance of hazardous oxidants, heavy-metal cocatalysts, and high boiling point solvents such as DMF and DMSO enables this method to be applied in pharmaceutical synthesis. A practical gram-scale synthesis of indomethacin demonstrates its application potential.
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