Hetero-ring Lithiation of N-Methyl-4-quinolone and N-Methylquinoline-4-thione

DOI: 10.1039/P19920000351

Source and publish data:

Journal of the Chemical Society. Perkin transactions I p. 351 - 356 (1992)

Update date:2022-08-05

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Authors:

Alvarez, Mercedes

Salas, Marisa

Rigat, Lluis

Veciana, Ana de

Joule, John A.

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Article abstract of DOI:10.1039/P19920000351

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.

Full text of DOI:10.1039/P19920000351

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