C3-Arylation of indoles with aryl ketones via C–C/C–H activations

C3-Arylation of indoles with aryl ketones is accomplished via palladium-catalyzed ligand-promoted Ar–C(O) cleavage and subsequent C–H arylation of indole. Various (hetero)aryl ketones are compatible in this reaction, affording the corresponding 3-arylindoles in moderate to good yields. Further intro...

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Bibliographic Details
Published in:Chemical communications (Cambridge, England) England), 2021-09, Vol.57 (76), p.9716-9719
Main Authors: Guo, Zi-Qiong, Xu, Hui, Wang, Xing, Wang, Zhen-Yu, Ma, Biao, Dai, Hui-Xiong
Format: Article
Language:English
Subjects:
Aromatic compounds
Indoles
Ketones
Natural products
Palladium
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Summary:C3-Arylation of indoles with aryl ketones is accomplished via palladium-catalyzed ligand-promoted Ar–C(O) cleavage and subsequent C–H arylation of indole. Various (hetero)aryl ketones are compatible in this reaction, affording the corresponding 3-arylindoles in moderate to good yields. Further introduction of an indole moiety into the natural products desoxyestrone and evodiamine demonstrate the synthetic utility of this protocol.
ISSN:1359-7345
1364-548X
DOI:10.1039/d1cc03954g