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Intramolecular amination catalysed by ruthenium and palladium. Synthesis of 2-acyl indoles and 2-aryl quinolines by carbonylation of 2-nitrochalcones

✍ Scribed by S. Cenini; E. Bettettini; M. Fedele; S. Tollari

Book ID: 103997687
Publisher: Elsevier Science
Year: 1996
Tongue: English
Weight: 402 KB
Volume: 111
Category: Article
ISSN: 1381-1169
DOI: 10.1016/1381-1169(96)00123-9

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✦ Synopsis

The carbonylation in toluene of 2nitrochalcones at 20 bar and lOO"C, with Pd(TMB), as catalyst and TMPhen as cocatalyst (TMBH = 2,4,6-trimethyl benzoic acid; TMPhen = 3,4,7,8-tetramethyl-l,lO-phenantbroline)

gave the corresponding 2-acyl indoles in 60-98% yields. The use as catalyst of Ru,(CO),, activated by a rigid o-diimine ligand such as DIAN-Me' * ), in ethanol-water, at 30 bar and 17O"C, gave a mixture of the corresponding acyl indoles and quinolines, the latter being usually the most abundant products.

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