| Autor: |
Stepaniuk, Oleksandr O., Rudenko, Tymofii V., Vashchenko, Bohdan V., Matvienko, Vitalii O., Kondratov, Ivan S., Tolmachev, Andrey A., Grygorenko, Oleksandr O. |
| Předmět: |
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| Zdroj: |
Synthesis; 2020, Vol. 52 Issue 13, p1915-1926, 12p |
| Abstrakt: |
An efficient approach to the preparation of pyridine carboxylates fused with 5- or 6-membered heteroaromatic rings is described. The method relied on the Combes-type condensation of the low-molecular--weight β-alkoxyvinyl glyoxylates as CCC bis-electrophiles and with heteroaromatic amines as NCC binucleophiles. In most experiments-, β-alkoxyvinyl glyoxylates without additional substituent at the β position led to the corresponding α-pyridine carboxylates (67–87% yield). In the case of β-methyl-substituted derivative, γ-pyridine carboxylates were obtained in 84–99% yield. It was found that regio-selectivity of the condensation could be efficiently tuned by changing conditions, such as solvents and acidic additives (HOAc, DMSO or HCl–1,4-dioxane). [ABSTRACT FROM AUTHOR] |
| Databáze: |
Complementary Index |
| Externí odkaz: |
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