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Ozonolysis of ortho-alkenylanilines

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Abstract

Ozonolysis of N-acyl-2-(1-methylbut-2-enyl)- and N-acyl-2-(cyclopent-2-enyl)anilines followed by treatment with NaBH4 afforded the corresponding 2-(2-hydroxyethyl-1-methyl) and 2-(1,5-dihydroxypent-2-yl) derivatives. The reaction can be directed to indole derivatives by varying the nature of both the acyl group and reducing reagent.

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Authors and Affiliations

  1. Institute of Organic Chemistry, Ufa Research Center of the Russian Academy of Sciences, 71 prosp. Oktyabrya, 450054, Ufa, Russian Federation

    A. G. Mustafin, D. I. Dyachenko, R. R. Gataullin, G. Yu. Ishmuratov, R. Ya. Kharisov, I. B. Abdrakhmanov & G. A. Tolstikov

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  1. A. G. Mustafin
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  2. D. I. Dyachenko
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  3. R. R. Gataullin
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  4. G. Yu. Ishmuratov
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  5. R. Ya. Kharisov
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  6. I. B. Abdrakhmanov
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  7. G. A. Tolstikov
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Mustafin, A.G., Dyachenko, D.I., Gataullin, R.R. et al. Ozonolysis of ortho-alkenylanilines. Russian Chemical Bulletin 52, 989–992 (2003). https://doi.org/10.1023/A:1024477115507

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