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
Jesús Sanmartín-Matalobos, Lucía Briones-Miguéns, Cristina Portela-García, Ana García-Deibe, Matilde Fondo, Concepcion González-Bello, Copper-mediated aerobic synthesis of 3-tosyl-1,2,3,4-tetrahydroquinazoline from 2 tosylaminomethylaniline and methanol, 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-a003
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Copper-mediated aerobic synthesis of 3-tosyl-1,2,3,4-tetrahydroquinazoline from 2 tosylaminomethylaniline and methanol
Jesús Sanmartín-Matalobos 1
Lucía Briones-Miguéns 1
Cristina Portela-García 1
Ana García-Deibe 1
Matilde Fondo 1
Concepcion González-Bello 2
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
2. Centro Singular de Investigacion en Química Biológica y Materiales Moleculares (CIQUS), Universidad de Santiago de Compostela, Jenaro de la Fuente s/n, 15782 Santiago de Compostela, Spain.
Abstract
An investigation has shown that 2 tosylaminomethylaniline plays a dual role in the oxidative process of methanol to formaldehyde acting as N-donor ligand and nucleophile, which leads to 3-tosyl-1,2,3,4-tetrahydroquinazoline (1). This was characterized by using both spectroscopic and X-ray diffraction techniques.