A convenient synthesis of 3-substituted pipecolic acid methyl esters
C Subramanyam, S Chattarjee, JP Mallamo
Index: Subramanyam, Chakrapani; Chattarjee, Sankar; Mallamo, John P. Tetrahedron Letters, 1996 , vol. 37, # 4 p. 459 - 462
Full Text: HTML
Citation Number: 15
Abstract
A practical synthesis of the title compounds (3a-c, e) from commercially available 3-hydroxy- 2-pyridine carboxylic acid (4) is reported. The key step in the synthetic sequence involves a Pd-catalyzed cross coupling reaction of the triflate 6 with the appropriate alkyl or aryl derivatives to generate the substituted picolinic acid esters 7a-b, 8 and 11. Catalytic reduction of these picolinic acid esters provided the title compounds in good yields.
Related Articles:
Tetrahydropyrido [d] pyridazinones—promising scaffolds for drug discovery
[Yaremenko, Anatoliy G.; Volochnyuk, Dmitriy M.; Shelyakin, Vyacheslav V.; Grygorenko, Oleksandr O. Tetrahedron, 2013 , vol. 69, # 33 p. 6799 - 6803]
Synthesis of substituted pyridines via regiocontrolled [4+ 2] cycloadditions of oximinosulfonates
[Journal of Organic Chemistry, , vol. 63, # 22 p. 7840 - 7850]
A convenient synthesis of 3-substituted pipecolic acid methyl esters
[Tetrahedron Letters, , vol. 37, # 4 p. 459 - 462]
A convenient synthesis of 3-substituted pipecolic acid methyl esters
[Tetrahedron Letters, , vol. 37, # 4 p. 459 - 462]
Tetrahydropyrido [d] pyridazinones—promising scaffolds for drug discovery
[Tetrahedron, , vol. 69, # 33 p. 6799 - 6803]