An Aminocatalyzed Michael Addition/Iron-Mediated Decarboxylative Cyclization Sequence for the Preparation of 2,3,4,6-Tetrasubstituted Pyridines: Scope and Mechanistic Insights
作者:Mateus L. Stivanin、Marcelo Duarte、Camila Sartori、Naylil M. R. Capreti、Celio F. F. Angolini、Igor D. Jurberg
DOI:10.1021/acs.joc.7b01789
日期:2017.10.6
A novel, scalable strategy for the preparation of 2,3,4,6-tetrasubstituted pyridines is described. This protocol has two steps: an aminocatalyzed addition of ketones to alkylidene isoxazol-5-ones, followed by an iron-mediated decarboxylative cyclization event. Mechanistic insights for both steps are provided based on HRMS-ESI(+) studies.