CuI-catalyzed hetarylation of natural di- and polyamines with halopyridines
- Autores: Panchenko S.1, Averin A.1, Lyakhovich M.1, Abel A.1, Maloshitskaya O.1, Beletskaya I.1
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Afiliações:
- Department of Chemistry, M. V. Lomonosov Moscow State University
- Edição: Volume 66, Nº 9 (2017)
- Páginas: 1611-1617
- Seção: Full Articles
- URL: https://journals.rcsi.science/1066-5285/article/view/241231
- DOI: https://doi.org/10.1007/s11172-017-1932-3
- ID: 241231
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Resumo
Copper(i)-catalyzed hetarylation of natural diamines (putrescine, cadaverine, and hexane-1,6-diamine), their analogs (propane-1,3-diamine and decane-1,10-diamine), as well as natural tri- (spermidine) and tetraamines (spermine) with 2-bromo, 2-iodo-, and 3-iodopyridines was studied. The CuI—2-isobutyrylcyclohexanone (10—20 mol.%) catalytic system provides the best results in the synthesis of target N,N´-dipyridinyl diamine derivatives. In some cases, an increase in the catalyst loading leads to an increase in the yields of the dihetarylated compounds. In the case of tri- and tetraamines, this catalytic system favors the predominant hetarylation of the primary amino groups with 2-bromopyridine and 3-iodopyridine.
Sobre autores
S. Panchenko
Department of Chemistry, M. V. Lomonosov Moscow State University
Email: averin@org.chem.msu.ru
Rússia, 3 Build., 1 Leninskie Gory, Moscow, 119991
A. Averin
Department of Chemistry, M. V. Lomonosov Moscow State University
Autor responsável pela correspondência
Email: averin@org.chem.msu.ru
Rússia, 3 Build., 1 Leninskie Gory, Moscow, 119991
M. Lyakhovich
Department of Chemistry, M. V. Lomonosov Moscow State University
Email: averin@org.chem.msu.ru
Rússia, 3 Build., 1 Leninskie Gory, Moscow, 119991
A. Abel
Department of Chemistry, M. V. Lomonosov Moscow State University
Email: averin@org.chem.msu.ru
Rússia, 3 Build., 1 Leninskie Gory, Moscow, 119991
O. Maloshitskaya
Department of Chemistry, M. V. Lomonosov Moscow State University
Email: averin@org.chem.msu.ru
Rússia, 3 Build., 1 Leninskie Gory, Moscow, 119991
I. Beletskaya
Department of Chemistry, M. V. Lomonosov Moscow State University
Email: averin@org.chem.msu.ru
Rússia, 3 Build., 1 Leninskie Gory, Moscow, 119991