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Synthesis of 9,9‐Disubstituted 9H‐Pyrrolo[1,2‐a]indoles by Hydriodic Acid‐Catalyzed Cyclization of 1‐[2‐(1‐Aryl(or methyl)ethenyl)phenyl]‐1H‐pyrroles
Authors:Kazuhiro Kobayashi  Kenichi Hashimoto  Hiroo Hashimoto  Hideaki Kondo  Hisatoshi Konishi
Institution:Division of Applied Chemistry, Department of Chemistry and Biotechnology, Graduate School of Engineering, Tottori University, 4‐101 Koyama‐minami, Tottori 680‐8552, Japan, (phone/fax: +81‐857‐315263)
Abstract:A novel method is reported for the synthesis of 9,9‐disubstituted 9H‐pyrrolo1,2‐a]indoles. Cyclization of 1‐2‐(1‐aryl(or methyl)ethenyl)phenyl]‐1H‐pyrroles, which can be easily prepared from 2‐(1‐aryl(or methyl)ethenyl)anilines, proceeds smoothly, in general, at 0° in the presence of a catalytic (or an equimolar) amount of HI in MeCN to provide the desired products.
Keywords:9H‐Pyrrolo[1  2‐a]indoles  Hydriodic acid  Styrenes  Benzyl cation  Catalysis  Cyclization reactions
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