钴（I）催化邻卤代芳基亚胺与烯烃的[3 + 2]环加成反应合成茚满胺。

Co(I)-Catalyzed [3 + 2] Annulation of o-Haloaryl Imines with Alkenes for the Synthesis of Indanamines.

机构信息

Électrochimie et Synthèse Organique , Université Paris Est, ICMPE (UMR 7182), CNRS, UPEC , 2-8 rue Henri Dunant , F-94320 Thiais , France.

出版信息

J Org Chem. 2018 Apr 6;83(7):4078-4086. doi: 10.1021/acs.joc.8b00551. Epub 2018 Mar 26.

DOI:10.1021/acs.joc.8b00551

PMID:29561609

Abstract

The use of a CoBr/1,10-phenanthroline catalytic system together with Zn as the reductant was developed to prepare diversely substituted indanamines by a Co(I)-catalyzed [3 + 2] annulation of o-haloaryl imines with electron-deficient alkenes in good yields. The use of Mn as the reductant allowed the elaboration of a three-component version of this reaction. These conditions were also found to be suitable for the activation of various halides and were extended to the preparation of the indenamine and strigolactam scaffolds.

摘要

开发了一种 CoBr/1,10-菲咯啉催化体系，并用 Zn 作为还原剂，通过 Co(I)催化的 o-卤代芳基亚胺与缺电子烯烃的[3 + 2]环加成反应，以良好的收率制备了各种取代的茚胺。使用 Mn 作为还原剂可以使该反应的三组分版本得以实现。这些条件也被发现适用于各种卤化物的活化，并被扩展到茚胺和 Strigolactam 支架的制备。