Diastereoselective and E/Z-Selective Synthesis of Functionalized Quinolizine Scaffolds via the Dearomative Annulation of 2-Pyridylacetates with Nitroenynes was written by Ni, Qijian;Xu, Fangfang;Song, Xiaoxiao. And the article was included in Journal of Organic Chemistry in 2022.HPLC of Formula: 917023-06-4 This article mentions the following:
An organocatalytic Michael/aza-Michael cascade reaction was developed to build the functionalized quinolizine scaffolds I (R = H; R1 = H, Cl, Br, Me; R2 = H, Cl, Me; R3 = H, Br; RR1 = -CH=CH-CH=CH-; R2R3 = -CH=CH-CH=CH-; R4 = CN, COOMe, COOn-Bu, etc.; R5 = pentyl, Ph, thiophen-3-yl, etc.; Ar = 3-methylphenyl, 2-naphthyl, thien-2-yl, etc.) in 60-82% yields, excellent diastereoselectivities, and E/Z selectivities. This protocol involves the [3 + 3] annulations of 2-pyridylacetates II with nitroenynes ArCH=C(NO2)CCR5 through the dearomative strategy in the presence of an organic base under mild conditions. The versatile late-stage derivatizations further demonstrated the synthetic utility of this methodol. In the experiment, the researchers used many compounds, for example, Methyl 2-(5-bromopyridin-2-yl)acetate (cas: 917023-06-4HPLC of Formula: 917023-06-4).
Methyl 2-(5-bromopyridin-2-yl)acetate (cas: 917023-06-4) belongs to pyridine derivatives. Pyridine has a dipole moment and a weaker resonant stabilization than benzene (resonance energy 117 kJ·mol−1 in pyridine vs. 150 kJ·mol−1 in benzene). Several pyridine derivatives play important roles in biological systems. While its biosynthesis is not fully understood, nicotinic acid (vitamin B3) occurs in some bacteria, fungi, and mammals.HPLC of Formula: 917023-06-4