1-Acetyl-2-chloro-3-iminoindoline hydrochloride and its N-acetyl derivatives in nucleophilic substitution reactions
It is shown that the chlorine atom in position 2 of 1-acetyl-2-chloro-3-iminoindoline hydrochloride is readily substituted on treatment with secondary amines and thiophenol. The products of nucleophilic reaction are isolated as 2-substituted 3-aminoindoles or 3-acetylaminoindoles, and as 2-substituted 1-acetyl-3-indolinones. The latter are also formed from 1-acetyl-3-indolinone by successive bromination and treatment with secondary amines.
KeywordsOrganic Chemistry Chlorine Hydrochloride Chlorine Atom Secondary Amine
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- 1.V. S. Velezheva and S. Yu. Ryabova, Khim. Geterotsikl. Soedin., No. 3, 388 (1990).Google Scholar
- 2.V. S. Velezheva, S. Yu. Ryabova, and L. M. Alekseeva, USSR Patent 1,490,115; Byull. Izobret., No. 24, 114 (1989).Google Scholar
- 3.V. S. Velezheva, V. V. Dvorkin, L. I. Dmitrievskaya, and N. N. Suvorov, Zh. Org. Khim., 16, 432 (1990).Google Scholar
- 4.V. S. Velezheva, A. I. Mel'man, V. I. Pol'shakov, and O. S. Anisimova, Khim. Farm. Zh. (awaiting publication).Google Scholar