In 2022,Cauley, Anthony N.; Ramirez, Antonio; Barhate, Chandan L.; Donnell, Andrew F.; Khandelwal, Purnima; Sezen-Edmonds, Melda; Sherwood, Trevor C.; Sloane, Jack L.; Cavallaro, Cullen L.; Simmons, Eric M. published an article in Organic Letters. The title of the article was 《Ni/Photoredox-Catalyzed C(sp2)-C(sp3) Cross-Coupling of Alkyl Pinacolboronates and (Hetero)Aryl Bromides》.HPLC of Formula: 3510-66-5 The author mentioned the following in the article:
Utilizing quinoline as a mild, catalytic additive, broadly applicable conditions for the Ni/photoredox-catalyzed C(sp2)-C(sp3) cross-coupling of (hetero)aryl bromides RBr (R = N-bocpiperidin-4-yl, N-bocindol-5-yl) and alkyl pinacolboronate esters R1R2CH(Bpin) [R1 = H, Me; R2 = Me, Ph, 2-methylphenyl, pyridin-3-yl, pyrimidin-5-yl, etc.; R1R2 = -(CH2)3-, -(CH2)5-, -(CH2)3O(CH2)2-, etc.] were developed, which can be applied to both batch and flow reactions. In addition to primary benzylic nucleophiles, both stabilized and non-stabilized secondary alkyl boronic esters are effective coupling partners. D. functional theory calculations suggest that alkyl radical generation occurs from an alkyl-B(pin)-quinoline complex, which may proceed via an energy transfer process. In the part of experimental materials, we found many familiar compounds, such as 2-Bromo-5-methylpyridine(cas: 3510-66-5HPLC of Formula: 3510-66-5)
2-Bromo-5-methylpyridine(cas: 3510-66-5) belongs to pyridine. Pyridine’s structure is isoelectronic with that of benzene, but its properties are quite different. Pyridine is completely miscible with water, whereas benzene is only slightly soluble. Like all hydrocarbons, benzene is neutral (in the acid–base sense), but because of its nitrogen atom, pyridine is a weak base.HPLC of Formula: 3510-66-5