Tetrahedron

The reaction of tetralones with nitriles: a simple approach to the synthesis of new substituted benzo [h] quinazolines, benzo [f] quinazolines and dibenzo [a, i] …

A Herrera, R Martínez-Alvarez, M Chioua, R Chatt…

Index: Herrera, Antonio; Martinez-Alvarez, Roberto; Chioua, Mourad; Chatt, Rachid; Chioua, Rachid; Sanchez, Angel; Almy, John Tetrahedron, 2006 , vol. 62, # 12 p. 2799 - 2811

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Citation Number: 17

Abstract

The one-pot reaction of 1-tetralone with nitriles in the presence of triflic anhydride affords in good yields 2, 4-disubstituted 5, 6-dihydrobenzo [h] quinazolines, which oxidation with DDQ leads to the corresponding benzo [h] quinazolines. 2-Tetralone undergoes identical process forming 1, 3-disubstituted 5, 6-dihydrobenzo [f] quinazolines. However, when the reaction of 2-tetralone is carried out with methylthiocyanate as nitrile, 5-methylthiotetrahydrodibenzo [ ...