Ready access to 7,8-dihydro- and 1,2,3,4-tetrahydro-1,6-naphthyridine-5(6H)-ones from simple pyridine precursors
✍ Scribed by H. D. Hollis Showalter
- Publisher
- Journal of Heterocyclic Chemistry
- Year
- 2006
- Tongue
- English
- Weight
- 392 KB
- Volume
- 43
- Category
- Article
- ISSN
- 0022-152X
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✦ Synopsis
Short pathways are described for the synthesis of a representative example of each of the 7,8-dihydroand 1,2,3,4-tetrahydro-1,6-naphthyridine-5(6H)-one ring systems from simple pyridine precursors. An attempted synthesis of the related 4,6-dihydro-1,6-naphthyridin-5(1H)-one ring system from a common intermediate was unsuccessful.
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## Abstract Some novel 5‐hydroxyalkylamino‐1,2‐dihydrothieno[2,3‐__h__][1,6]naphthyridines were prepared by the reaction of 5‐chloro‐1,2‐dihydrothieno[2,3‐__h__][1,6]naphthyridine derivatives with some aminoalcohols in the presence of base. These derivatives were cyclized to the corresponding imida
## Abstract A new access to 5‐phenyl‐5,6,7,8‐tetrahydro‐1,6‐naphthyridines **25a‐28a** (n=1) and 5‐phenyl‐6,7,8,9‐tetrahydro‐5__H__‐pyrido[3,2‐__c__]azepines **25b‐28b** (n=2) has been developed by first preparing the functional pyridine moiety followed by intramolecular cyclization forming the par