Tetrahedron letters

A novel TFA-mediated cyclo-dimerization of 1-substituted 3-alkenylindole derivatives to cyclopent [b] indoles

…, M Terano, A Kurume, S Hara, M Yamashita, S Ohta

Index: Kawasaki, Ikuo; Terano, Masami; Kurume, Ai; Hara, Satoko; Yamashita, Masayuki; Ohta, Shunsaku Tetrahedron Letters, 2005 , vol. 46, # 38 p. 6549 - 6553

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Citation Number: 5

Abstract

Reaction of 1-substituted 3-alkenyl-1H-indoles with an equimolar amount of trifluoroacetic acid in dichloromethane gave cyclic dimers, 1, 3-trans-N, N′-disubstituted cyclopent [b] indoles, in 53–84% yields as sole products through an acid-mediated stereoselective cyclo- dimerization process. The structure of the cyclic dimer derived from 3- cyclopentylidenemethyl-1-methyl-1H-indole was elucidated by X-ray crystallographic ...