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Australian Journal of Chemistry Australian Journal of Chemistry Society
An international journal for chemical science
RESEARCH ARTICLE

Carbohydrate-Based Tolylsulfonyl Hydrazines: Effective Catalysts for the Mannich Reaction and the Syntheses of Bisindolylalkanes in Water

Peng Wu A B , Yiqian Wan B and Jiwen Cai A B C
+ Author Affiliations
- Author Affiliations

A School of Pharmaceutical Sciences, Sun Yat-Sen University, Guangzhou 510080, China.

B School of Chemistry and Chemical Engineering, Sun Yat-Sen University, Guangzhou 510275, China.

C Corresponding author. Email: puscjw@mail.sysu.edu.cn

Australian Journal of Chemistry 61(5) 359-363 https://doi.org/10.1071/CH08004
Submitted: 6 January 2008  Accepted: 8 April 2008   Published: 2 May 2008

Abstract

Three carbohydrate-based tolylsulfonyl hydrazines were used to catalyze the three-component Mannich reaction, as well as the adduct reaction of aldehyde and indole to prepare bisindolylalkanes in water. Moderate to good yields were achieved. The results demonstrate that carbohydrate derivatives can be employed as effective catalysts in water, and an environmentally benign methodology was developed to synthesize bioactive bisindolylalkanes and the β-amino carbonyl framework.


Acknowledgements

The authors thank the 985 project, Sun Yat-Sen University, for financial support of the present project.


References


[1]   (a) C.-J. Li, Chem. Rev. 2005, 105,  3095.
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