Abstract
The cyclization of 2-alkenylarylamines in polyphosphoric acid (PPA) with 1,2 and 1,3 shifts of the α-alkyl substituent of the alkenyl fragment leads to the formation of indoline and indane compounds. Cis- and trans-stereoisomers of 2-methyl-4-ethyl-1-aminoindane formed without displacement of the α-substituents as well as 2-methyl-2-propylindoline are obtained from 2-(1′ -methyl-2′ -pentenyl)-aniline.
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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 12, pp. 2811–2814, December, 1990.
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Mustafin, A.G., Gataullin, R.R., Abdrakhmanov, I.B. et al. Cyclization of 2-(1′-alkyl-2′-alkenyl)anilines in polyphosphoric acid. Russ Chem Bull 39, 2551–2554 (1990). https://doi.org/10.1007/BF01184536
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DOI: https://doi.org/10.1007/BF01184536