| Autor: |
Viktor M. Tkachuk, Oleh O. Lukianov, Mykhailo V. Vovk, Isabelle Gillaizeau, Volodymyr A. Sukach |
| Jazyk: |
angličtina |
| Rok vydání: |
2020 |
| Předmět: |
|
| Zdroj: |
Beilstein Journal of Organic Chemistry, Vol 16, Iss 1, Pp 2304-2313 (2020) |
| Druh dokumentu: |
article |
| ISSN: |
1860-5397 |
| DOI: |
10.3762/bjoc.16.191 |
| Popis: |
The Chan–Evans–Lam reaction of 1-unsubstituted 4-fluoroalkylpyrimidin-2(1Н)-ones with arylboronic acids is reported as a facile synthetic route to hitherto unavailable N1-(het)aryl and N1-alkenyl derivatives of the corresponding pyrimidines. An efficient C–N bond-forming process is also observed by using boronic acid pinacol esters as coupling partners in the presence of Cu(II) acetate and boric acid. The 4-fluoroalkyl group on the pyrimidine ring significantly assists in the formation of the target N1-substituted products, in contrast to the 4-methyl and 4-unsubstituted substrates which do not undergo N1-arylation under similar reaction conditions. |
| Databáze: |
Directory of Open Access Journals |
| Externí odkaz: |
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