Lewis acid-catalyzed regioselective C-H carboxamidation of indolizines with dioxazolones via an acyl nitrene type rearrangement was written by Song, Dan;Huang, Changfeng;Liang, Peishi;Zhu, Baofu;Liu, Xiang;Cao, Hua. And the article was included in Organic Chemistry Frontiers in 2021.Product Details of 24103-75-1 This article mentions the following:
An efficient, direct, and novel Lewis acid-catalyzed regioselective C-H carboxamidation of indolizines with dioxazolones via an acyl nitrene type rearrangement under metal-free conditions was documented. A diverse array of indolizine-3-carboxamides I [R = Ph, 4-MeC6H4, 2-naphthyl, etc.; R1 = H, 8-Me, 6-Et, etc.; R2 = Ph, 4-MeC6H4, 2-FC6H4, etc.] were achieved in moderate to good yields with wide substrate scope. In these transformations, isocyanatobenzene was formed by the ring opening of dioxazolones and a subsequent Curtius-type rearrangement, which could be harnessed in C-H carboxamidation of N-heterocycles. The present protocol is satisfactorily complementary to nitrene transfer chem. and C-H functionalization of N-heterocycles. Furthermore, photophys. experiments revealed that a few compounds exhibited high fluorescence absorption and emission intensity. In the experiment, the researchers used many compounds, for example, 4-Methoxy-2-methylpyridine (cas: 24103-75-1Product Details of 24103-75-1).
4-Methoxy-2-methylpyridine (cas: 24103-75-1) 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). Reduced pyridines, namely tetrahydropyridines, dihydropyridines and piperidines, are found in numerous natural and synthetic compounds. The synthesis and reactivity of these compounds have often been driven by the fact many of these compounds have interesting and unique pharmacological properties. Product Details of 24103-75-1