A new and facile access to the 2-(indol-3-yl)-3-nitriloquinolines based on Friedländer annulations

Preparation of 2-(indol-3-yl)-3-nitriloquinolines via Friedländer quinoline synthesis using 3-cyanoacetylindoles possessing an α-methylene group and ortho-amino arylketones have been described. This reaction took place in PEG-400 as a green solvent and it is catalyzed with polyphosphoric acid (PPA)...

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Veröffentlicht in:	Tetrahedron 2012-07, Vol.68 (30), p.6059-6064
Hauptverfasser:	Shiri, Morteza, Zolfigol, Mohammad Ali, Pirveysian, Mahtab, Ayazi-Nasrabadi, Roya, Kruger, Hendrik G., Naicker, Tricia, Mohammadpoor-Baltork, Iraj
Format:	Artikel
Sprache:	eng
Schlagworte:	Chemical reactions Chemistry Ethylene glycol Exact sciences and technology Friedländer quinoline synthesis Heterocyclic compounds Heterocyclic compounds with only one n hetero atom and condensed derivatives Indoles Microwaves Organic chemistry Preparations and properties Quinoline Quinolines Solvents Synthesis Tetrahedrons
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Beschreibung
Zusammenfassung:	Preparation of 2-(indol-3-yl)-3-nitriloquinolines via Friedländer quinoline synthesis using 3-cyanoacetylindoles possessing an α-methylene group and ortho-amino arylketones have been described. This reaction took place in PEG-400 as a green solvent and it is catalyzed with polyphosphoric acid (PPA) to give novel types of quinolines containing both indoles and cyano functions in one step under thermal and microwave conditions. [Display omitted]
ISSN:	0040-4020 1464-5416
DOI:	10.1016/j.tet.2012.05.006