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Synthesis of 3-substituted cyclopenta[b]indoles

  • Organic Chemistry
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Abstract

When reacting with I2, 2-(cyclopent-2-enyl)anilines undergo cyclization into 3-iodo-1,2,3,3a,4,8b-hexahydrocyclopenta[b]indoles in high yields. The minor reaction products were 3,5- or 3,7-diiodoindolines. Ammonolysis of 3-iodo-5-methyl-1,2,3,3a,4,8b-hexahydro-cyclopenta[b]indole or itsN-chloroacetyl derivative results in 3-amino-5-methyl-1,2,3,3a,48b-hexahydro- and 5-methyl-1,3a,4,8b-tetrahydrocyclopenta[b]indoles.

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Published inIzvestiya Akademii Nauk. Seriya Khimischeskaya, No. 10, pp. 1789–1793, October, 2000.

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Gataullin, R.R., Kazhanova, T.V., Minnigulov, F.F. et al. Synthesis of 3-substituted cyclopenta[b]indoles. Russ Chem Bull 49, 1767–1770 (2000). https://doi.org/10.1007/BF02496351

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  • DOI: https://doi.org/10.1007/BF02496351

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