A facile and novel synthesis of 5-phenylimidazo[4,5-c][1,8]naphthyridin-4(5H)-ones
✍ Scribed by Takeshi Kuroda; Fumio Suzuki
- Book ID
- 112130216
- Publisher
- Journal of Heterocyclic Chemistry
- Year
- 1991
- Tongue
- English
- Weight
- 297 KB
- Volume
- 28
- Category
- Article
- ISSN
- 0022-152X
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📜 SIMILAR VOLUMES
## Abstract Ethyl 1‐ethyl‐7‐methyl‐4‐oxo‐1,4‐dihydro[1,8]naphthyridine‐3‐carboxylate (**1**), precursor of nalidixic acid, has been converted in two steps through ([1,8]naphthyridin‐3‐yl)carbonylguanidine derivatives into substituted pyrimido[4,5‐__b__] and [5,4‐__c__][1,8]naphthyridines.
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## Abstract A number of the thieno[3,2‐__c__][1,8]‐naphthyridin‐4(5__H__)‐ones are chemoselectively synthesized from 4‐(4′‐aryloxybut‐2′‐ynylthio)‐1‐phenyl‐1,8‐naphthyridin‐2(1__H__)‐ones in 82–90% yield by the formation of sulfoxide, followed by [2,3] and [3,3]sigmatropic rearrangement and an intr