Synthesis 2016; 48(20): 3559-3566
DOI: 10.1055/s-0035-1561655
paper
© Georg Thieme Verlag Stuttgart · New York

Ionic Liquid [DABCO-H][HSO4] as a Highly Efficient and Recyclable Catalyst for Friedel–Crafts Alkylation in the Synthesis of Bis(naphthol)methane and Bis(indolyl)methane Derivatives

Authors

  • Jun Tong

    National Pesticide Engineering Research Center (Tianjin), State Key Laboratory and Institute of Elemento-Organic Chemistry, College of Chemistry, Nankai University, Tianjin 300071, P. R. of China   Email: xudazhen@nankai.edu.cn
  • Cheng Yang

    National Pesticide Engineering Research Center (Tianjin), State Key Laboratory and Institute of Elemento-Organic Chemistry, College of Chemistry, Nankai University, Tianjin 300071, P. R. of China   Email: xudazhen@nankai.edu.cn
  • Da-zhen Xu*

    National Pesticide Engineering Research Center (Tianjin), State Key Laboratory and Institute of Elemento-Organic Chemistry, College of Chemistry, Nankai University, Tianjin 300071, P. R. of China   Email: xudazhen@nankai.edu.cn
Further Information

Publication History

Received: 07 March 2016

Accepted after revision: 29 April 2016

Publication Date:
13 June 2016 (online)


Graphical Abstract

Abstract

A simple and highly efficient approach to the synthesis of bis(naphthol)methane (BNM) and bis(indolyl)methane (BIM) derivatives has been developed. In the presence of 1,4-diazabicyclo[2.2.2]octane (DABCO)-based ionic liquid catalysts, which are environmental friendly, inexpensive, and recyclable, the reaction afforded the corresponding products in good to excellent yields within short times under solvent-free conditions. The catalysts can be easily recovered and reused several times without significant loss in activity.

Supporting Information