An Efficient Synthesis of 4-(Phenylsulfonyl)-4 H -furo[3,4- b ]indoles
โ Scribed by Gribble, Gordon W.; Jiang, Jun; Liu, Yanbing
- Book ID
- 126201707
- Publisher
- American Chemical Society
- Year
- 2002
- Tongue
- English
- Weight
- 41 KB
- Volume
- 67
- Category
- Article
- ISSN
- 0022-3263
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๐ SIMILAR VOLUMES
The N-phenylsulfonyl derivative (2) of the previously unknown fused heterocycle 4Hfuro[3,4-blindole is synthesized from indole-3-carboxaldehyde (2) in 28% yield and undergoes a Diels-Alder reaction with benzyne to give 5H-benzo[b]carbazole (11) in -33% yield after deoxygenation and deprotection.
The indole and pyrrolidine ring systems of the title compound, C 24 H 22 N 2 O 3 S, are essentially coplanar. The angle between the planes of the phenylsulfonyl group and the indole ring system is 89.1 (2) , which is characteristic of 1-(phenylsulfonyl)indoles. The benzyl ring is nearly perpendicula