Spiro piperidines. 1. Synthesis of spiro[isobenzofuran-1(3H),4'-piperidin]-3-ones, spiro[isobenzofuran-1(3H),4'-piperidines], and spiro[isobenzotetrahydrothiophene-1(3H),4'-piperidines]
β Scribed by Parham, William E.; Egberg, David C.; Sayed, Y. A.; Thraikill, Robert W.; Keyser, Gene E.; Neu, Martha.; Montgomery, William C.; Jones, Lawrence D.
- Book ID
- 126439724
- Publisher
- American Chemical Society
- Year
- 1976
- Tongue
- English
- Weight
- 721 KB
- Volume
- 41
- Category
- Article
- ISSN
- 0022-3263
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π SIMILAR VOLUMES
The spirocyclic indoline ring system represents an important scaffold for the discovery of novel therapeutics. Herein, we describe the synthesis of 1,1 0 -H-spiro[indoline-3,3 0 -piperidine] using an intramolecular palladium-catalyzed a-arylation reaction.
The crystal structure of the title compound, C~14~H~17~NO~2~, is stabilized by three intermolecular CβH...O hydrogen bonds and one ΟβΟ interaction. CβH...O hydrogen bonds generate an edge-fused [__R__ ~3~ ^3^(13)__R__ ~4~ ^2^(14)__R__ ~3~ ^3^(13)] ring motif.