3-(Nitrobenzylidene)-2,4(3H,5H)-furandiones in the Hantzsch Pyridine Synthesis. Part 1. A New Approach to Furo[3,4-b]pyridines.
✍ Scribed by K. Goerlitzer; U. Bartke
- Publisher
- John Wiley and Sons
- Year
- 2003
- Weight
- 137 KB
- Volume
- 34
- Category
- Article
- ISSN
- 0931-7597
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Synthesis of New 2H, pyridine-1,3,5-trione Derivatives via Carbon Suboxide. -The key step in the synthesis of the title compounds (VI) is the Lewis acid catalyzed reaction of compounds (IV) with carbon suboxide.
## Abstract A new four‐component synthesis of spiro[4__H__‐indeno[1,2‐__b__]pyridine‐4,3′‐[3__H__]indoles] and spiro[acenaphthylene‐1(2__H__),4′‐[4__H__‐indeno[1,2‐__b__]pyridines] by the reaction of indane‐1,3‐dione, 1,3‐dicarbonyl compounds, isatins (=1__H__‐indole‐2,3‐diones) or acenaphthylene‐1
m. p.=248-250GC (dec.; from methanol); [.ID= -129.' (DMSO, c = 1.00); 'H-NMR (D6-DMSO); t=4.13 and 4.18 (s, I-H+l'-H and s, 2 2-benzyl-H, or vice versa); MS: 520 (M+)]. The amino ketone ( 8 ) is probably first formed, being later aromatized by dimerization and air oxidation to yield ( 9 ) . The firs