Abstract
The formation of angular pyrroindoles from 5-aminoindole substitued in the pyrrole ring depends both on the steric requirements of the substituent at theβ-position of the pyrrole ring, and on the structure of the α-hydroxyketone. Significant amounts of the angular pyrroloindole are only formed together with the linear pyrroindole in the reaction of 2-methyl-5-aminoindole with benzoin. In the remaining cases, the linear ring closure of the pyrrole ring predominates.
This is a preview of subscription content, log in via an institution to check access.
Similar content being viewed by others
References
A. N. Kost, S. A. Yamashkin, and L. G. Yudin, Khim. Geterotsikl. Soedin., No. 6, 770 (1977).
D. A. Kinsley and S. G. P. Plant, J. Chem. Soc., No. 1., 1 (1958).
Author information
Authors and Affiliations
Additional information
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 1, pp. 55–57, January, 1995.
Rights and permissions
About this article
Cite this article
Yamashkin, S.A. Steric effects in the synthesis of pyrroloindoles from 5-aminoindols. Chem Heterocycl Compd 31, 47–49 (1995). https://doi.org/10.1007/BF01171289
Issue Date:
DOI: https://doi.org/10.1007/BF01171289