Abstract
The behavior of indolo[6,5-d]benzo[b]thiophene in acylation, Mannich, Vilsmeier, and diazo coupling reactions was investigated. Acylation with acetic anhydride proceeds unambiguously at the pyrrole nitrogen atom to give 1-acetylindolo[6,5-d] benzo[b]thiophene. The products of formylation are 2- and 3-formylindolo-[6,5-d] benzo[b]thiophenes. In the case of the Mannich reaction and diazo coupling substitution takes place in the 3 position of the indolobenzo[b]thiophene ring. The structures of the products obtained were proved by spectroscopic methods.
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L. A. Kintsurashvili, T. E. Khoshtariya, L. N. Kurkovskaya, and N. N. Suvorov, Khim. Geterotsikl. Soedin., No. 2, 203 (1980).
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See [1] for Communication 1.
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 2, pp. 211–214, February, 1981.
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Kintsurashvili, L.A., Khoshtariya, T.E., Kurkovskaya, L.N. et al. Indolobenzothiophenes. 2. Some electrophilic substitution reactions of indolo[6,5-d]benzo[b]thiophene. Chem Heterocycl Compd 17, 151–154 (1981). https://doi.org/10.1007/BF00507247
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DOI: https://doi.org/10.1007/BF00507247