Hetero-ring Lithiation of N-Methyl-4-quinolone and N-Methylquinoline-4-thione
Lithiation of 1-methyl-4-quinolone and 1-methylquinoline-4-thione with lithium diisopropylamide (LDA) at -78 deg C takes place at C-2.The resulting lithio-species react with a variety of electrophiles to give 2-substituted-4-quinolones and -quinolines-4-thiones respectively. 1-Methylquinoline-4-thione is easily converted into 1-methyl-4-quinolone in protic solution.
Alvarez, Mercedes,Salas, Marisa,Rigat, Lluis,Veciana, Ana de,Joule, John A.
p. 351 - 356
(2007/10/02)
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