Photolysis of 1,6-naphthyridine 1,6-dioxide and its theoretical consideration
β Scribed by Yoshiro Kobayashi; Itsumaro Kumadaki; Haruo Sato
- Book ID
- 104249049
- Publisher
- Elsevier Science
- Year
- 1970
- Tongue
- French
- Weight
- 183 KB
- Volume
- 11
- Category
- Article
- ISSN
- 0040-4039
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β¦ Synopsis
oxide type and the other is of isoquinoline Z-oxide type.
It was, therefore, attractive to examine which N-oxide group would be isomerized faster in the photolysis.
Photolysis of I in water by a high-pressure mercury lamp with a Pyrex filter afforded 1,2-dihydro-1,6-naphthyridin-Z(lH)one 6-oxide (III), mp 325' (decomp).
This experiment suggested I has photo-selectivity in a protic solvent and that the photomigration of l-oxide is faster than that of 6-oxide. Irradia-
π SIMILAR VOLUMES
A regioselective alkylation of naphthyridines 4a-d, through the action of ethylchloroformate and benzylstannane 5, afforded the benzyl substituted dihydronaphthyridines 3a-d. These key intermediates 3a-d were transformed into the desired targets 2a-d in seven steps.