ChemInform Abstract: Synthesis and Reactivity of a N-Aryl-2-vinyltetrahydro-4-oxoquinoline.
โ Scribed by C. CLEMENCIN-LE GUILLOU; P. REMUZON; D. BOUZARD; J.-C. QUIRION; S. GIORGI-RENAULT; H.-P. HUSSON
- Publisher
- John Wiley and Sons
- Year
- 2010
- Weight
- 42 KB
- Volume
- 29
- Category
- Article
- ISSN
- 0931-7597
No coin nor oath required. For personal study only.
โฆ Synopsis
Synthesis
and Reactivity of a N-Aryl-2-vinyltetrahydro-4oxoquinoline.
-KMnO 4 -mediated oxidation of the title compound (V) gives the desired lactone (VI) in low yield. With other oxidation reagents the derivatives (III), (VII) and/or (VIII) are obtained. Treatment of (V) with NBS leads to the unexpected products (VII) and (IX). Reduction with LiAlH 4 also does not yield the expected product but the ketone (X). A further unusual behavior is observed by attempted protection of the diol (XI). -
๐ SIMILAR VOLUMES
Synthesis and Reactivity of N-Alkyl-2-oxoalkanesulfonamides. -A series of title compounds are obtained by the reaction of silyl ethers with sulfamoyl chlorides. Their reactivity towards MeI and acyl chlorides is studied in order to explore the regio-and stereoselectivity of the process. Sulfonamide