Abstract
Reaction of 3,4-ethylenedioxyphenyldiazonium chloride with ethyl 2-methylacetoacetate and subsequent cyclization of the 3,4-ethylenedioxyphenylhydrazone of ethyl pyruvate gives a 1∶4 mixture of 4,5- and 5,6-ethylenedioxy-2-ethoxycarbonylindoles, respectively, from which 4,5- and 5,6-ethylenedioxyindoles are formed by subsequent hydrolysis and decarboxylation. Mannich and Vilsmeyer reactions as well as acetylation and azo coupling have been studied for 5,6-ethylenedioxyindole.
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For Communication 127, see [1].
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 12, pp. 1624–1628, December, 1986.
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Partsvaniya, D.A., Akhvlediani, R.N., Zhigachev, V.E. et al. Indole derivatives. 128. Synthesis and properties of 5,6- and 4,5-ethylenedioxyindoles. Chem Heterocycl Compd 22, 1311–1315 (1986). https://doi.org/10.1007/BF00474350
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DOI: https://doi.org/10.1007/BF00474350