This submission belongs to the session e. Symposium on Microwave Assisted Synthesis of the event The 9th International Electronic Conference on Synthetic Organic Chemistry
Published date
01 Nov, 2005
Citation
J. Carlos Menéndez, Carmen Avendaño, Subbu Perumal, Vellaisamy Sridharan, Bischler Indole Synthesis under Microwave Irradiation: A Solvent-Free Synthesis of 2-Arylindoles, in Proceedings of The 9th International Electronic Conference on Synthetic Organic Chemistry, 1 November–30 November 2005, MDPI: Basel, Switzerland, doi: 10.3390/ecsoc-9-01632
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Bischler Indole Synthesis under Microwave Irradiation: A Solvent-Free Synthesis of 2-Arylindoles
Vellaisamy Sridharan 1
Subbu Perumal 1
Carmen Avendaño 1
J. Carlos Menéndez 1
1. Departamento de Química Orgánica y Farmacéutica, Facultad de Farmacia, Universidad Complutense, 28040 Madrid, Spain
Abstract
The solid-state reaction between anilines and phenacyl bromides in the presence of an equimolecular amount of sodium bicarbonate gives phenacylanilines. Microwave irradiation of mixtures of these compounds with anilinium bromides at 560 W for 45-60 s provides a general, solvent-free method for the synthesis of 2-arylindoles in 50-56% overall yields. A one-pot variation of the method, involving irradiation of 2:1 mixtures of anilines and phenacyl bromides, allowed a simplified experimental procedure and led to improved yields (52-75%).
Keywords
Montmorillonite KSF Catalyzed Facile Synthesis of Novel Spiro Heterocycles under Microwave Irradiation
Microwave-Assisted Synthesis Facilitating Obtaining of Structurally Diverse Styrylquinolines