Decarboxylation and electrophilic substitution in 3-tert-butyl-4-oxopyrazolo[5,1-c][1,2,4]triazines


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Reactivity of 7-R-3-tert-butyl-4-oxo-4,6-dihydropyrazolo[5,1-c][1,2,4]triazine-8-carboxylic acids (R = NH2, N3, H) and products of their decarboxylation towards different electrophilic agents (chloroacetone, Boc2O/NaN3, DMF/POCl3, TMSBr, N-halosuccinimides, and HNO2) was studied. A selective synthesis of new C(7),C(8)-functionalized and N(1)-tert-butyloxycarbonyl-substituted 4-oxopyrazolo[5,1-c][1,2,4]triazines was performed. The structures of the synthesized compounds were confirmed by IR and NMR spectroscopy, high resolution mass spectrometry and single crystal X-ray diffraction analysis.

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S. Ivanov

N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences

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Email: sergey13iv1@mail.ru
俄罗斯联邦, 47 Leninsky prosp., Moscow, 119991

K. Lyssenko

A. N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences; M. V. Lomonosov Moscow State University

Email: sergey13iv1@mail.ru
俄罗斯联邦, 28 ul. Vavilova, Moscow, 119991; 1 Leninskie Gory, Moscow, 119991

L. Mironovich

Southwest State University

Email: sergey13iv1@mail.ru
俄罗斯联邦, 94 ul. 50 Let Oktabrya, Kursk, 305040

A. Shestopalov

N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences

Email: sergey13iv1@mail.ru
俄罗斯联邦, 47 Leninsky prosp., Moscow, 119991

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