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Synlett

Volumn , Issue 3, 2008, Pages 410-412

A novel one-pot synthesis of N-acylindoles from primary aromatic amides

(3) Abid, Mohammed a De Paolis, Omar a Török, Béla a

a UNIVERSITY OF MASSACHUSETTS BOSTON (United States)

Author keywords

Amides; Microwave heating; N acylindole; Solid acid catalysis

Indexed keywords

AROMATIC AMIDE; INDOLE DERIVATIVE; MONTMORILLONITE;

ALKYLATION; ARTICLE; CATALYST; MICROWAVE IRRADIATION; ONE POT SYNTHESIS;

EID: 39749109368 PISSN: 09365214 EISSN: None Source Type: Journal
DOI: 10.1055/s-2007-1000875 Document Type: Article

Times cited : (30)

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- All reactants including the catalyst, montmorillonite K-10, were purchased from Aldrich and used without further purification. The 1H NMR and 13C NMR spectra were obtained on a 300 MHz Varian NMR spectrometer in CDCl3. Tetramethylsilane or the residual solvent signal was used as reference. The mass spectrometric identification of the products was carried out on an Agilent 6850 GC and 5973 MS system (70 eV electron impact ionization) using a 30 m long DB-5 type column (J&W Scientific, The melting points were uncorrected and were recorded on a MEL-TEMP apparatus. General Procedure for the Synthesis of N-Acylindoles: An amide (1.0 mmol) and 2,5-dimethoxytetrahydrofuran (2.0 mmol) were dissolved in 3 mL of CH2Cl2 in a round-bottomed flask, then K-10 (500 mg) was added. After 5 min stirring, the solvent was removed to obtain the mixture of reactants adsorbed on the catalyst surface. The dry mixture was transf
- +], 181 (100), 152 (60), 116 (15), 77 (5).

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