Electrophilic substitution reactions of indole: Part XX - Use of Montmorillonite Clay K-10

Citation
J. Banerji et al., Electrophilic substitution reactions of indole: Part XX - Use of Montmorillonite Clay K-10, I J CHEM B, 40(10), 2001, pp. 981-984
Citations number
14
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY
ISSN journal
03764699 → ACNP
Volume
40
Issue
10
Year of publication
2001
Pages
981 - 984
Database
ISI
SICI code
0376-4699(200110)40:10<981:ESROIP>2.0.ZU;2-6
Abstract
It is observed that using Montmorillonite Clay K-10 electrophilic substitut ion of indole with ketones generally stop at the diindolyl methane stage un like mineral and Lewis acids where the predominant electrophiles are obtain ed from aldol condensation products. Using four different electrophiles, ac etone, an alpha,beta -unsaturated ketone (mesityl oxide), a diketone system (acetyl acetone) and cyclohexanone, indole in the presence of montmorillon ite Clay K-10 affords compounds 1-4.