Convenient synthesis of more complex 2-substituted 4 (3H)-quinazolinones via lithiation of 2-alkyl-4 (3H)-quinazolinones
K Smith, GA El-Hiti, MF Abdel-Megeed…
Index: Smith, Keith; El-Hiti, Gamal A.; Abdel-Megeed, Mohamed F.; Abdo, Mohamed A. Collection of Czechoslovak Chemical Communications, 1999 , vol. 64, # 3 p. 515 - 526
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Citation Number: 20
Abstract
Abstract 2-Methylquinazolin-4 (3H)-one has been doubly lithiated, at nitrogen and in the 2- methyl group, with n-butylithium. The lithium reagent thus obtained reacts with a variety of electrophiles (iodomethane, D 2 O, phenyl isocyanate, benzaldehyde, benzophenone, cyclopentanone, 2-butanone, carvone) to give the corresponding 2-substituted derivatives in very good yields. Reaction of the dilithio reagent with acetonitrile gives an α, β- ...
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