Unusual Reactions of Magnesium Indolates with Benzenesulfonyl Chloride
Publication
, Journal Article
Wenkert, E; Moeller, PDR; Piettre, SR; McPhail, AT
Published in: Journal of Organic Chemistry
July 1, 1987
Grignard reagents from N-unsubstituted indoles and benzenesulfonyl chloride undergo reaction such as to produce unstable intermediates of β-chlorination and a-sulfonylation, which are transformed into oxindoles or substituted indoles. In the same reaction, yuehchukene (the naturally occurring dehydroprenylindole dimer) is converted into a spirooxindole, containing a strained four-membered ring, which is changed into a spirooxindole isomer with ring expansion on mild acid treatment. © 1987, American Chemical Society. All rights reserved.
Duke Scholars
Published In
Journal of Organic Chemistry
DOI
EISSN
1520-6904
ISSN
0022-3263
Publication Date
July 1, 1987
Volume
52
Issue
15
Start / End Page
3404 / 3409
Related Subject Headings
- Organic Chemistry
- 3405 Organic chemistry
- 3404 Medicinal and biomolecular chemistry
- 0305 Organic Chemistry
- 0304 Medicinal and Biomolecular Chemistry
Citation
APA
Chicago
ICMJE
MLA
NLM
Wenkert, E., Moeller, P. D. R., Piettre, S. R., & McPhail, A. T. (1987). Unusual Reactions of Magnesium Indolates with Benzenesulfonyl Chloride. Journal of Organic Chemistry, 52(15), 3404–3409. https://doi.org/10.1021/jo00391a044
Wenkert, E., P. D. R. Moeller, S. R. Piettre, and A. T. McPhail. “Unusual Reactions of Magnesium Indolates with Benzenesulfonyl Chloride.” Journal of Organic Chemistry 52, no. 15 (July 1, 1987): 3404–9. https://doi.org/10.1021/jo00391a044.
Wenkert E, Moeller PDR, Piettre SR, McPhail AT. Unusual Reactions of Magnesium Indolates with Benzenesulfonyl Chloride. Journal of Organic Chemistry. 1987 Jul 1;52(15):3404–9.
Wenkert, E., et al. “Unusual Reactions of Magnesium Indolates with Benzenesulfonyl Chloride.” Journal of Organic Chemistry, vol. 52, no. 15, July 1987, pp. 3404–09. Scopus, doi:10.1021/jo00391a044.
Wenkert E, Moeller PDR, Piettre SR, McPhail AT. Unusual Reactions of Magnesium Indolates with Benzenesulfonyl Chloride. Journal of Organic Chemistry. 1987 Jul 1;52(15):3404–3409.
Published In
Journal of Organic Chemistry
DOI
EISSN
1520-6904
ISSN
0022-3263
Publication Date
July 1, 1987
Volume
52
Issue
15
Start / End Page
3404 / 3409
Related Subject Headings
- Organic Chemistry
- 3405 Organic chemistry
- 3404 Medicinal and biomolecular chemistry
- 0305 Organic Chemistry
- 0304 Medicinal and Biomolecular Chemistry