Copper-Mediated Aerobic Synthesis of 3-Tosyl-1,2,3,4-Tetrahydroquinazoline from 2 Tosylaminomethylaniline and Methanol

Jesús Sanmartín-Matalobos; Lucía Briones-Miguéns; Cristina Portela-García; Ana García-Deibe; Matilde Fondo; Concepcion González-Bello

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

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.

Published: 31 October 2013 by MDPI in The 17th International Electronic Conference on Synthetic Organic Chemistry session General Organic Synthesis

https://doi.org/10.3390/ecsoc-17-a003

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.

Keywords: Tetrahydroquinazoline / Methanol oxidation / 2 Tosylaminomethylaniline / Copper

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