In 2017,Isley, Nicholas A.; Wang, Ye; Gallou, Fabrice; Handa, Sachin; Aue, Donald H.; Lipshutz, Bruce H. published 《A Micellar Catalysis Strategy for Suzuki-Miyaura Cross-Couplings of 2-Pyridyl MIDA Boronates: No Copper, in Water, Very Mild Conditions》.ACS Catalysis published the findings.Recommanded Product: 53939-30-3 The information in the text is summarized as follows:
Suzuki-Miyaura cross-coupling of 2-pyridyl N-methyliminodiacetic acid (MIDA) boronates with aryl chlorides and bromides was carried out in the complete absence of copper by attenuation of the Lewis basicity associated with the pyridyl nitrogen using selected substituents (e.g., fluorine or chlorine) on the ring. Coupling of substituted 2-pyridinyl MIDA boronates was performed using Pd(dtbpf)Cl2 as catalyst and DIPEA in an aqueous micellar suspension of the surfactant TPGS-750-M. Dehalogenation of the halopyridines using Ni(OAc)2 and 1,10-phenanthroline as catalysts and pyridine and NaBH4, Suzuki-Miyaura coupling with aryl or heteroaryl bromides in the absence of addnl. palladium catalyst, or nucleophilic aromatic substitution of the halopyridines with dimethylamine or morpholine yielded substituted pyridines. Computational data suggest that the major role played by electron-withdrawing substituents in promoting Suzuki-Miyaura cross-couplings of 2-pyridinyl MIDA boronates in the absence of copper is to slow the rate of protodeboronation of the intermediate 2-pyridylboronic acids. 2-Pyridinylboronic acids were generated by controlled release of 2-pyridinyl MIDA boronates in D2O and underwent protodeboronation slowly under those conditions. After reading the article, we found that the author used 5-Bromo-2-chloropyridine(cas: 53939-30-3Recommanded Product: 53939-30-3)
5-Bromo-2-chloropyridine(cas: 53939-30-3) belongs to pyridine. Pyridines form stable salts with strong acids. Pyridine itself is often used to neutralize acid formed in a reaction and as a basic solvent. Recommanded Product: 53939-30-3