EventsThe 17th International Electronic Conference on Synthetic Organic Chemistry
Published
This submission belongs to the session a. General Organic Synthesis of the event The 17th International Electronic Conference on Synthetic Organic Chemistry
Published date
31 Oct, 2013
Citation
Ana García-Deibe, Cristina Portela-García, Lucía Briones-Miguéns, Matilde Fondo, Jesús Sanmartín-Matalobos, Controlling the ring-chain tautomeric equilibrium of a tetrahydroquinazoline/imine system by steric hindrance, in Proceedings of The 17th International Electronic Conference on Synthetic Organic Chemistry, 1 November–30 November 2013, MDPI: Basel, Switzerland, doi: 10.3390/ecsoc-17-a023
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Controlling the ring-chain tautomeric equilibrium of a tetrahydroquinazoline/imine system by steric hindrance

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Cristina Portela-García 1
Lucía Briones-Miguéns 1
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1. Coordination and Supramolecular Chemistry Group (Suprametal), Institute of Materials (iMATUS), Department of Inorganic Chemistry, Faculty of Chemistry, Universidade de Santiago de Compostela, Avenida das Ciencias s/n, 15782 Santiago de Compostela, Spain
Abstract
We have explored the use of steric hindrance on controlling the ring-chain tautomeric equilibrium of a tetrahydroquinazoline/imine system. Two imines, one of them having a bulky group (E)-N (3-((2-((4-methylphenylsulfonamido)methyl)phenylimino)methyl)pyridin-2-yl)pivalamide (H2L1SB) and the other one without bulky group (E)-N-(2-(2,3-dihydroxybenzylideneamino)-benzyl)-4-methylbenzenesulfonamide (H2L2SB) have been synthetised and spectroscopically studied by 1H NMR. Besides, the formation of the corresponding 1,2,3,4-tetrahydroquinazolines (H2L1TQ and H2L2TQ) was tested.
Keywords
Tetrahydroquinazoline / Imine / Pivalamide / Fenol / Tautomerism
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