[Mo3S4Pd(η3-allyl)] 簇催化含氮芳族化合物与烯丙醇的 Friedel-Crafts 型 allylation 反应。

Friedel-Crafts-type allylation of nitrogen-containing aromatic compounds with allylic alcohols catalyzed by a [Mo3S4Pd(η3-allyl)] cluster.

机构信息

State Key Laboratory of Fine Chemicals, School of Pharmaceutical Science and Technology, Faculty of Chemical, Environmental and Biological Science and Technology, Dalian University of Technology, Dalian 116024, P. R. China.

出版信息

J Org Chem. 2012 Mar 16;77(6):2942-6. doi: 10.1021/jo2024812. Epub 2012 Feb 29.

DOI:10.1021/jo2024812

PMID:22339085

Abstract

With the direct use of allylic alcohols as allylating agents, the Friedel-Crafts-type allylic alkylation of nitrogen-containing aromatic compounds catalyzed by a [Mo(3)S(4)Pd(η(3)-allyl)] cluster is achieved. With a 3 mol % catalyst loading in acetonitrile at reflux or 60 °C, a variety of N,N-dialkylanilines and indoles reacted smoothly with allylic alcohols to afford the Friedel-Crafts-type allylation products in good to excellent yields with high levels of regioselectivity.

摘要

采用烯丙醇作为直接烯丙基化试剂，通过[Mo(3)S(4)Pd(η(3)-allyl)]簇催化实现了含氮芳环化合物的Friedel-Crafts 型烯丙基烷基化反应。在乙腈中，以 3 mol %的催化剂用量在回流或 60°C 下，各种 N,N-二烷基苯胺和吲哚与烯丙醇反应，以良好至优异的收率得到高区域选择性的 Friedel-Crafts 型烯丙基化产物。