Selective and simultaneous deprotection of amine and lactam functions in the syntheses of pyridazino[4,5-b]oxazinones and pyridazino[4,5-b]thiazinones

Erzsébet Zára-Kaczián, Péter Mátyus

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22 Citations (Scopus)

Abstract

Benzyloxymethyl (BOM) and benzyl (Bz) groups were employed for protection of the amide- and amino-nitrogens in the title compounds. The BOM protective group could be removed selectively or simultaneously with the Bz group depending on the reaction conditions. By catalytic hydrogenation of the fully protected pyridazinooxazinone (1b), unexpectedly the 4-methyl derivative (1e) could also be prepared. The mechanism for the formation of 1e is also discussed.

Original languageEnglish
Pages (from-to)519-528
Number of pages10
JournalHeterocycles
Volume36
Issue number3
DOIs
Publication statusPublished - Mar 1 1993

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ASJC Scopus subject areas

  • Analytical Chemistry
  • Pharmacology
  • Organic Chemistry

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