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Glycerol and Q-Tubes: Green Catalyst and Technique for Synthesis of Polyfunctionally Substituted Heteroaromatics and Anilines

1
Department of Environmental Health, College of Health Sciences, the Public Authority of Applied Education and Training, P.O. Box 23167, Safat 13092, Kuwait
2
Department of Organic Chemistry, Faculty of Pharmacy, Modern University for Technology and Information, Cairo, P.O. Box 12518, Cairo 11511, Egypt
*
Authors to whom correspondence should be addressed.
Molecules 2019, 24(9), 1806; https://doi.org/10.3390/molecules24091806
Received: 2 April 2019 / Revised: 2 May 2019 / Accepted: 7 May 2019 / Published: 10 May 2019
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Abstract

The role of glycerol as a green bio-based solvent, reactant, and/or a catalyst in the synthesis of novel heterocycles, under pressure, is studied. Synthesis of novel quinolines in good yields using a new modified Skraup synthesis, utilizing glycerol and pressure Q-tubes, is demonstrated. Novel aniline trimers are prepared using glycerol, and substituted anilines under pressure, in acidic medium and water. Glycerol was employed as a catalyst and a green solvent in the synthesis of novel pyridazines 13ac. The mechanisms of the reactions and the catalytic effect of glycerol in protic and aprotic media are fully discussed. The structures of the synthesized compounds were determined via X-ray crystallography and spectroscopic methods. View Full-Text
Keywords: glycerol; green chemistry; modified Skraup’s quinoline synthesis; reactions under pressure; Q-tubes; polyaniline glycerol; green chemistry; modified Skraup’s quinoline synthesis; reactions under pressure; Q-tubes; polyaniline
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AlMarzouq, D.S.; Elnagdi, N.M.H. Glycerol and Q-Tubes: Green Catalyst and Technique for Synthesis of Polyfunctionally Substituted Heteroaromatics and Anilines. Molecules 2019, 24, 1806.

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