Ouyang, Jia-Sheng; Liu, Siqi; Pan, Bendu; Zhang, Yaqi; Liang, Hao; Chen, Bin; He, Xiaobo; Chan, Wesley Ting Kwok; Chan, Albert S. C.; Sun, Tian-Yu; Wu, Yun-Dong; Qiu, Liqin published an article about the compound: 5-Amino-2-fluoropyridine( cas:1827-27-6,SMILESS:NC1=CN=C(C=C1)F ).Application of 1827-27-6. Aromatic heterocyclic compounds can be classified according to the number of heteroatoms or the size of the ring. The authors also want to convey more information about this compound (cas:1827-27-6) through the article.
A bulky and electron-rich N-heterocyclic carbene palladium complex (SIPr)Ph2Pd(cin)Cl was synthesized and characterized. It was found to be highly efficient and versatile for the synthesis of substituted amines via coupling of different (hetero)aryl chlorides with various (hetero)aryl amines at room temperature, especially for the challenging amination of five- or six-membered ring heteroaryl chlorides with five- or six-membered ring heteroaryl amines. It was also successfully applied to the synthesis of various com. pharmaceuticals and candidate drugs or compounds with potential pharmacol. activities in high yields. All of these demonstrate its excellent catalytic efficacy in Buchwald-Hartwig amination and broad application prospects in relevant pharmaceutical preparations DFT calculations suggest that the steric-induced electronic interaction makes the ligand more electron-donating and the steric effect effectively regulates the rotation of iPr-Ph-iPr group in the catalyzed system due to the introduction of the di-Ph skeleton. Considering the electronic effect and steric effect together, the oxidative addition activation barriers by (SIPr)Ph2 and (SIPr) ligands are close to each other. The reductive elimination was the rate-determining step of (SIPr)Ph2Pd(cin)Cl-catalyzed system in the catalytic cycle, the appropriate steric hindrance of (SIPr)Ph2 ligand greatly reduces the energy barrier of this step. The perfect combination of electron-donating and steric hindrance ability of the ligand significantly improves the catalytic activity.
There is still a lot of research devoted to this compound(SMILES：NC1=CN=C(C=C1)F)Application of 1827-27-6, and with the development of science, more effects of this compound(1827-27-6) can be discovered.