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A New Synthetic Route to Polyhydrogenated Pyrrolo[3,4-b]pyrroles by the Domino Reaction of 3-Bromopyrrole-2,5-Diones with Aminocrotonic Acid Esters
Open AccessArticle

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.
Molecules 2017, 22(12), 2114; https://doi.org/10.3390/molecules22122114
Received: 16 October 2017 / Revised: 27 November 2017 / Accepted: 29 November 2017 / Published: 1 December 2017
(This article belongs to the Collection Heterocyclic Compounds)
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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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. https://doi.org/10.3390/molecules22122114

AMA Style

AL-Johani MA, Al-Zaydi KM, Mousally SM, Alqahtani NF, Elnagdi NH, Elnagdi MH. 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(12):2114. https://doi.org/10.3390/molecules22122114

Chicago/Turabian Style

AL-Johani, Majdah A.; Al-Zaydi, Khadijah M.; Mousally, Sameera M.; Alqahtani, Norah F.; Elnagdi, Noha H.; Elnagdi, Mohamed H. 2017. "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 22, no. 12: 2114. https://doi.org/10.3390/molecules22122114

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