Pd-catalyzed direct C2-acylation and C2,C7-diacylation of indoles: pyrimidine as an easily removable C–H directing group

Pd-catalyzed direct C2-acylation and C2,C7-diacylation of indoles: pyrimidine as an easily removable C–H directing group

Pyrimidine is successfully used as an easily removable C(sp 2 )–H directing group for the synthesis of 2-acyl indoles and 2,7-diacyl indoles through direct C–H functionalization using a Pd-catalyst from 1-(pyrimidin-2-yl)-1 H -indoles and aldehydes. Easy removal of the pyrimidine directing group usi...

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Veröffentlicht in:RSC advances 2015-01, Vol.5 (36), p.28292-28298
Hauptverfasser: Kumar, Govindharaj, Sekar, Govindasamy
Format: Artikel
Sprache:eng
Schlagworte:
Aldehydes
Indoles
Palladium
Pyrimidines
Synthesis
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Zusammenfassung:Pyrimidine is successfully used as an easily removable C(sp 2 )–H directing group for the synthesis of 2-acyl indoles and 2,7-diacyl indoles through direct C–H functionalization using a Pd-catalyst from 1-(pyrimidin-2-yl)-1 H -indoles and aldehydes. Easy removal of the pyrimidine directing group using EtONa in DMSO provides C2-acyl indoles.
ISSN:2046-2069
2046-2069
DOI:10.1039/C4RA15162C