A. A. Zubenko, L. N. Divaeva, A. S. Morkovnik, V. S. Sochnev, O. P. Demidov, V. V. Chekrysheva, A. I. Klimenko, A. E. Svyatogorova, “β-Carbolines as intermediates in indirect heteroarylation of tryptamines exemplified by the synthesis of 2-pyrazolyltryptamines”, Mendeleev Commun., 33:5 (2023), 645

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Mendeleev Communications, 2023, Volume 33, Issue 5, Pages 645–647
DOI: https://doi.org/10.1016/j.mencom.2023.09.018 (Mi mendc483)

This article is cited in 1 scientific paper (total in 1 paper)

Communications

β-Carbolines as intermediates in indirect heteroarylation of tryptamines exemplified by the synthesis of 2-pyrazolyltryptamines

A. A. Zubenko^a, L. N. Divaeva^b, A. S. Morkovnik^b, V. S. Sochnev^b, O. P. Demidov^c, V. V. Chekrysheva^a, A. I. Klimenko^a, A. E. Svyatogorova^a

^a North-Caucasian Zonal Research Veterinary Institute, Novocherkassk, Russian Federation
^b Institute of Physical and Organic Chemistry, Southern Federal University, Rostov-on-Don, Russian Federation
^c North-Caucasus Federal University, Stavropol, Russian Federation

Full-text PDF (221 kB) Citations (1) Supplementary materials

DOI: https://doi.org/10.1016/j.mencom.2023.09.018

Graphic abstract: β-Carbolines as intermediates in indirect heteroarylation of tryptamines exemplified by the synthesis of 2-pyrazolyltryptamines

Abstract: A cyclization–recyclization pathway for indirect 2-heteroarylation of tryptamines has been suggested by the example of introducing the pyrazolyl moiety. The process involves the intermediate cyclization of tryptamines into push–pull type β-carboline semi-products. The relative stability of the tautomeric forms of 2-pyrazolyltryptamines has been estimated using the DFT method.

Keywords: tryptamines, 1-aroylmethylidene-1,2, 3, 4-tetrahydro-β-carbolines, β-carbolines, recyclization, 2-(pyrazol-3-yl)tryptamine, 2-(pyrazol-3-yl)-O-methylserotonins, pyrazolylmelatonins, quantum chemical calculations.

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Document Type: Article

Language: English

*Supplementary materials:*
		Supplementary_data_1.pdf	(5.6 Mb)

Citation: A. A. Zubenko, L. N. Divaeva, A. S. Morkovnik, V. S. Sochnev, O. P. Demidov, V. V. Chekrysheva, A. I. Klimenko, A. E. Svyatogorova, “β-Carbolines as intermediates in indirect heteroarylation of tryptamines exemplified by the synthesis of 2-pyrazolyltryptamines”, Mendeleev Commun., 33:5 (2023), 645–647

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https://www.mathnet.ru/eng/mendc/v33/i5/p645

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