Tetrahedron

Synthesis of quinazolines

J Bergman, A Brynolf, B Elman, E Vuorinen

Index: Bergman, Jan; Brynolf, Anna; Elman, Bjoern; Vuorinen, Eino Tetrahedron, 1986 , vol. 42, # 13 p. 3697 - 3706

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Citation Number: 45

Abstract

Grignard reagents reacted with 2-aminobenzonitrile to give the intermediate 10, which readily could be cyclized to quinazolines by reaction with carbonyl compounds (eg acid chlorides, anhydrides, formates and oxalates). The intermediate 10 and aldehydes, eg benzaldehyde, gave 1, 2-dihydroquinazolines, which readily underwent dehydrogenation. The intermediate 10 reacted readily with chloroformate to give 4-phenyl-2-quinazolinone, ...