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：Stivanin Mateus L; Duarte Marcelo; Sartori Camila; Capreti Naylil M R; Angolini Celio F F; Jurberg Igor D^*

来源：Journal of Organic Chemistry, 2017, 82(19): 10319-10330.

DOI：10.1021/acs.joc.7b01789

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.

• 出版日期2017-10-6