N-oxidation of 2-substituted pyridines and quinolines by dimethyldioxirane: kinetics and steric effects was written by Winkeljohn, W. Rucks;Leggett-Robinson, Pamela;Peets, Monique R.;Strekowski, Lucjan;Vasquez, Pedro C.;Baumstark, A. L.. And the article was included in Heterocyclic Communications in 2007.Related Products of 644-98-4 This article mentions the following:
The oxidation of 2-substituted pyridines and selected N-containing aromatic heterocycles by dimethyldioxirane (1) produced the corresponding N-oxides as the sole products, quant. in most cases. The second order rate constants for N-oxidation by 1 in dried acetone at 23 °C were determined for 2-substituted pyridines 2-10, quinolines 11-14 and isoquinolines 15,16. An excellent correlation of log k2 with Taft (σ*) constants was obtained for 2-substituted pyridines (R = Me, Et, Prn, Pri, 3-pentyl) with the exception of the data for 2-t-butylpyridine. The results for the substituted quinolines and isoquinolines followed the same trends observed with the pyridines. Steric effects due to 2-substitution and peri-interactions can substantially reduce reactivity. The results provide insights into the geometrical requirements for N-oxidation by dimethyldioxirane. In the experiment, the researchers used many compounds, for example, 2-Isopropylpyridine (cas: 644-98-4Related Products of 644-98-4).
2-Isopropylpyridine (cas: 644-98-4) belongs to pyridine derivatives. Pyridine has a conjugated system of six π electrons that are delocalized over the ring. The molecule is planar and, thus, follows the Hückel criteria for aromatic systems. One of the examples of pyridines is the well-known alkaloid lithoprimidine, which is an A3 adenosine receptor antagonist and N,N-dimethylaminopyridine (DMAP) analog, commonly used in organic synthesis.Related Products of 644-98-4