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Investigation of the electrophilic reactions of 2-benzyl-3-hydroxypyridine and its N-oxide

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

A comparative investigation of the aminomethylation, azo coupling, and iodination of 2-benzyl-3-hydroxypyridine and its N-oxide has shown that the N-oxide group affects the orientation of iodination but does not affect the direction of aminomethylation and azo coupling. The structures of the newly synthesized compounds were confirmed by the IR and PMR spectra.

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Literature cited

  1. K. Lewicka and E. Plazek, Roczn. Chem., 1875 (1966).

  2. K. M. Dyumaev, L. D. Smirnov, R. E. Lokhov, and B. E. Zaitsev, Izv. Akad. Nauk SSSR, Ser. Khim., 2599 (1970).

  3. L. D. Smirnov, V. S. Zhuravlev, M. A. Gugunava, V. P. Lezina, and K. M. Dyumaev, Izv. Akad. Nauk SSSR, Ser. Khim., 1878 (1972).

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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 4, pp. 518–520, April, 1973.

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Smirnov, L.D., Zhuravlev, V.S., Merzon, E.E. et al. Investigation of the electrophilic reactions of 2-benzyl-3-hydroxypyridine and its N-oxide. Chem Heterocycl Compd 9, 478–480 (1973). https://doi.org/10.1007/BF00471530

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  • DOI: https://doi.org/10.1007/BF00471530

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