Journal
ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 19, Issue 6, Pages 1329-1333Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/d0ob02295k
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Funding
- National Natural Science Foundation of China [21671066, 21673077, 21972045, 22071055]
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A practical and efficient one-pot protocol for the synthesis of 2,3-diarylindoles via Pd-catalyzed bis-arylative cyclization has been developed. Mechanism studies revealed a Sonogashira reaction followed by intramolecular aminopalladation/cross-coupling to access the desired products. The methodology shows a broad substrate scope and can produce various 2,3-diarylindoles with two different aryl groups.
We have developed a practical and efficient one-pot protocol for the synthesis of 2,3-diarylindoles via Pd-catalyzed bis-arylative cyclization of various o-ethynylanilines with aryl iodides. Mechanism studies showed that a Pd-catalyzed Sonogashira reaction took place firstly, giving an internal alkyne intermediate, which subsequently underwent intramolecular aminopalladation/cross-coupling to give access to 2,3-diarylindoles. The present methodology exhibits a broad substrate scope, producing various 2,3-diaryl indoles bearing two different aryl groups.
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