Journal of Organic Chemistry p. 10339 - 10347 (2016)
Update date:2022-08-10
Topics:
Fumagalli, Fernando
Da Silva Emery, Flavio
A concise strategy for the synthesis of 2,3-substituted furo[2,3-b]pyridines is described. Mild, metal-free conditions were successfully applied to produce a range of 2-(alkyl or aryl)-3-ethylcarboxylate-furo[2,3-b]pyridines in yields of 50-91%. Then, the chemical reactivity of this heterocyclic framework was explored to develop straightforward methods for its functionalization. The pyridine moiety reactivity was successfully explored by C-H amination and borylation reactions, although C-H fluorination and radical C-H arylation processes were not as efficient. In addition, while the furopyridine core proved stable under basic conditions, the ring-opening reaction of the furan moiety with hydrazine generated a valuable new pyridine-dihydropyrazolone scaffold.
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Doi:10.1016/0040-4020(96)00373-0
(1996)Doi:10.1039/c5gc02311d
(2016)Doi:10.1021/jo00838a020
(1969)Doi:10.1021/ja00278a065
(1986)Doi:10.14233/ajchem.2014.16950
(2014)Doi:10.1016/j.tet.2006.08.101
(2006)