Organic Chemistry & Catalysis, Debye Institute for Nanomaterials Science, Universiteit Utrecht , Universiteitsweg 99, 3584 CG, Utrecht, The Netherlands.
Org Lett. 2016 Aug 5;18(15):3714-7. doi: 10.1021/acs.orglett.6b01744. Epub 2016 Jul 26.
A system of three coupled catalytic cycles enabling the one-pot transformation of epoxides to amines via Meinwald rearrangement, imine condensation, and imine reduction is described. This assisted tandem catalysis is catalyzed by B(C6F5)3 resulting in the first tandem Meinwald rearrangement-reductive amination protocol. The reaction proceeds in nondried solvents and yields β-functionalized amines. In particular, β-diarylamines are obtained in high yields.
描述了一种通过 Meinwald 重排、亚胺缩合和亚胺还原将环氧化物一锅转化为胺的三个耦合催化循环体系。这种辅助串联催化由 B(C6F5)3 催化,导致第一个串联 Meinwald 重排-还原胺化方案。反应在非干燥溶剂中进行,生成β-官能化胺。特别是,高收率地得到β-二芳基胺。