Borane-Catalyzed Reduction of Pyridines via a Hydroboration/Hydrogenation Cascade was written by Yang, Zhao-Ying;Luo, Heng;Zhang, Ming;Wang, Xiao-Chen. And the article was included in ACS Catalysis in 2021.Reference of 89978-52-9 This article mentions the following:
A method for a B(C6F5)3-catalyzed hydroboration/hydrogenation cascade reduction of 2,3-disubstituted pyridines to afford piperidine derivatives I [R = Me, Ph, 2-furyl, etc.; R1 = Me, OH, Ph, etc.; R2 = H, nosyl; R3 = H, Me; R4 = H, Me, Ph, etc.] in high yields with high cis selectivity was reported. Mechanistic studies indicated that the pyridine substrates and the piperidine products sequentially acted as bases in cooperation with B(C6F5)3 to split H2. The broad functional group tolerance of the method allowed its use for the synthesis of some biol. active mols. In the experiment, the researchers used many compounds, for example, Ethyl 2-bromoisonicotinate (cas: 89978-52-9Reference of 89978-52-9).
Ethyl 2-bromoisonicotinate (cas: 89978-52-9) belongs to pyridine derivatives. Pyridine’s the lone pair does not contribute to the aromatic system but importantly influences the chemical properties of pyridine, as it easily supports bond formation via an electrophilic attack. Many analogues of pyridine are known where N is replaced by other heteroatoms . Substitution of one C闂備胶鍋ㄩ崕鎻掝嚕?in pyridine with a second N gives rise to the diazine heterocycles (C4H4N2), with the names pyridazine, pyrimidine, and pyrazine.Reference of 89978-52-9