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Molecules 2017, 22(12), 2114; doi:10.3390/molecules22122114

Multi Component Reactions under Increased Pressure: On the Mechanism of Formation of Pyridazino[5,4,3-de][1,6]naphthyridine Derivatives by the Reaction of Malononitrile, Aldehydes and 2-Oxoglyoxalarylhydrazones in Q-Tubes

1
Department of Chemistry, Faculty of Sciences—AL Faisaliah, King Abdulaziz University, Jeddah, P.O. Box 50918, Jeddah 21533, Saudi Arabia
2
Department of Organic Chemistry, Faculty of Pharmacy, Modern University for Technology and Information, Cairo, P.O. Box 12518, Cairo 11511, Egypt
3
Faculty of Science, Cairo University, Cairo, P.O. Box 12613, Cairo 11511, Egypt
*
Author to whom correspondence should be addressed.
Received: 16 October 2017 / Revised: 27 November 2017 / Accepted: 29 November 2017 / Published: 1 December 2017
(This article belongs to the Collection Heterocyclic Compounds)
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Abstract

Efficient synthesis of phenanthridin-6(5H)-one derivatives 12an in a four-component reaction of aldehyde hydrazone, aromatic aldehydes and malononitrile in Q-Tubes is reported. The results showed that the methodology has the advantage of being a one-pot synthesis of tricyclic systems in good yields. Potential routes leading to formation of compounds 12 are discussed. The structures of the synthesized compounds could be unequivocally established via X-ray crystal structure determination and spectroscopic methods. View Full-Text
Keywords: X-ray crystallography; arylhydrazonals; 2-amino-1,1,3-propenetricarbonitrile; pyridazines; negative activation volume X-ray crystallography; arylhydrazonals; 2-amino-1,1,3-propenetricarbonitrile; pyridazines; negative activation volume
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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. (CC BY 4.0).

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MDPI and ACS Style

AL-Johani, M.A.; Al-Zaydi, K.M.; Mousally, S.M.; Alqahtani, N.F.; Elnagdi, N.H.; Elnagdi, M.H. Multi Component Reactions under Increased Pressure: On the Mechanism of Formation of Pyridazino[5,4,3-de][1,6]naphthyridine Derivatives by the Reaction of Malononitrile, Aldehydes and 2-Oxoglyoxalarylhydrazones in Q-Tubes. Molecules 2017, 22, 2114.

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