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Synthesis of a Novel Fused Tricyclic Quinolone system via Oxidation of 1,2,3,4-Tetrahydro-β-Carbolines.
✍ Scribed by Jean-François Carniaux; Christiane Kan-Fan; Jacques Royer; Henri-Phillippe Husson
- Publisher
- Elsevier Science
- Year
- 1997
- Tongue
- French
- Weight
- 458 KB
- Volume
- 38
- Category
- Article
- ISSN
- 0040-4039
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✦ Synopsis
The new pyrrolo [3,4-b]quinolin-9 -one system has been synthesized via metaehloroperbenzoic acid oxidationof qrsinolones 5 and 10.Theselatter compoundswereobfainedby @ oxidation of1,2,3,4-tetrahydro-&carbolines. Theunexpeetedm-CPBA oxidationhasbeen studiedin connectionwith the Polonovskireaction.
📜 SIMILAR VOLUMES
The stereospecific synthesis of trans-1,3-disubstituted-1,2,3,4\_tetrahydro $-carbolines has been accomplished in good yield by a two step sequence which involves Pi&et-Spengler condensation of Nb-benzyltryptophan methyl: ester with aldehydes, followed by removal of the 2-benzyl moiety from the corr
## Abstract Reaction of tryptamine (1) with 2 and 3 gives the enamino ketones 4a and 5, resp., which on treatment with trifluoroacetic acid lead to the 2‐substituted indoles 8 and 9, respectively. Acylation of 4a followed by reaction with trifluoroacetic acid or a Lewis acid affords the 1,2,3,4‐tet