1,2,3,4-Tetrahydro-1,6-naphthyridines. Part 2. Formation and unexpected reactions of 1,2,3,4-tetrahydro-7H-pyrano[4,3-b]pyridine-2, 7-diones

Pedro J. Victory, Jordi Teixidó, JoséI I. Borrell, Núria Busquets

Research output: Indexed journal article Articlepeer-review

15 Citations (Scopus)

Abstract

The nucleophilic substitution of the enol methoxy group of pyridones (1) by methyl cyanoacetate led to (Z)-5-cyano-6-cyanomethoxycarbonylmethylenepiperidones (6), which underwent cyclization in acid medium to 1,2,3,4-tetrahydro-7H-pyrano[4,3-b]pyridine-2,7-diones (7). Surprisingly, the treatment of 7 with ammonia yielded the 5-cyano-6-cyanomethyl substituted pyridones (11) which were not accessible by reaction of 1 with NaCH2CN.

Original languageEnglish
Pages (from-to)1-6
Number of pages6
JournalHeterocycles
Volume36
Issue number1
DOIs
Publication statusPublished - 1 Jan 1993

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