Further studies on the application of vinylogous amides and β-halovinylaldehydes to the regiospecific synthesis of unsymmetrical, polyfunctionalized 2,3,4- and 1,2,3,4- substituted pyrroles
作者:John T. Gupton、Alex Shimozono、Evan Crawford、Joe Ortolani、Evan Clark、Matt Mahoney、Campbell Heese、Jeffrey Noble、Carlos Perez Mandry、Rene Kanters、Raymond N. Dominey、Emma W. Goldman、James A. Sikorski、Daniel C. Fisher
DOI:10.1016/j.tet.2018.04.017
日期:2018.5
Highly functionalized pyrroles with appropriate regiochemical functionality represent an important class of marine natural products and potential drug candidates. We describe herein a detailed study of the reaction of α-aminoacid esters with vinylogous amides and also β-halovinylaldehydes for the regiospecific synthesis of 2,3,4-trisubstituted and 1,2,3,4-tetrasubstituted pyrroles. Since the vinylogous
具有适当区域化学功能的高度官能化的吡咯代表了海洋天然产物和潜在候选药物的重要类别。我们在此描述了α-氨基酸酯与乙烯基酰胺和β-卤代甲醛醛的反应的详细研究,用于2,3,4-三取代和1,2,3,4-四取代的吡咯的区域特异性合成。由于乙烯基酰胺和β-卤代乙醛是易于获得的前体,因此通过这种方法可以快速获得各种不对称取代的吡咯。