Abstract
In bromination of indoles, the bromine atom will most probably enter at position 2 or 3. For example, indole and 2-methylindole [1] brominate at position 3, while some 3-substituted indoles [2] brominate at position 2. In the case of 2, 3-dimethylindole it was shown [3], that bromine does not enter the benzene ring, as would have been expected, but adds to the active 2, 3 (double) bond of the indole.
This is a preview of subscription content, log in via an institution to check access.
References
L. A. Yanovskaya, DAN, 71, 693, 1950.
W. Lawson, A. Patchornik, and B. Witkop, J. Am. Chem. Soc., 82, 5918, 1960.
S. Plant and M. Tomlison, J. Chem. Soc., 955, 1933.
R. Hinman and E. Whipple, J. Am. Chem. Soc., 84, 2534.
R. Rothstein and B. Feitelson, Compt. Rend., 242, 1042, 1955.
B. Legetter and R. Brown, Canad. J. Chem., 38, 1467, 1960.
Author information
Authors and Affiliations
Rights and permissions
About this article
Cite this article
Kost, A.N., Yudin, L.G., Budylin, V.A. et al. Bromination of 2, 3-dimethylindole. Chem Heterocycl Compd 1, 426–427 (1966). https://doi.org/10.1007/BF00473829
Issue Date:
DOI: https://doi.org/10.1007/BF00473829