3-,4-Pyridyl and 4-quinolyl Grignardreagents were generated by the reaction of the corresponding phenyl sulfoxides with PhMgBr and give the adducts upon treatment with various aldehydes and ketones. The stereochemistry for the reaction was investigated.
Synthesis of Dihydropyridine Spirocycles by Semi-Pinacol-Driven Dearomatization of Pyridines
作者:Joseph C. Abell、Christian P. Bold、Laia Vicens、Tom Jentsch、Noelia Velasco、Jasper L. Tyler、Robert N. Straker、Adam Noble、Varinder K. Aggarwal
DOI:10.1021/acs.orglett.2c04095
日期:2023.1.20
routine incorporation of these highly rigid and three-dimensional structures in pharmaceuticals. Herein, we report an operationally simple synthesis of spirocyclic dihydropyridines via an electrophile-induced dearomative semi-pinacol rearrangement of 4-(1′-hydroxycyclobutyl)pyridines. The various points for diversification of the spirocyclization precursors, as well as the synthetic utility of the amine