Citation: Heshmatollah Alinezhad, Asefeh Hagh Haghighi, Fatemeh Salehian. A green method for the synthesis of bis-indolylmethanes and 3,3'-indolyloxindole derivatives using cellulose sulfuric acid under solvent-free conditions[J]. Chinese Chemical Letters, ;2010, 21(2): 183-186. doi: 10.1016/j.cclet.2009.09.001 shu

A green method for the synthesis of bis-indolylmethanes and 3,3'-indolyloxindole derivatives using cellulose sulfuric acid under solvent-free conditions

Faculty of Chemistry, Mazandaran University, Babolsar, Iran

Received Date: 8 July 2009

Fund Project: Financial support of this work from the Research Council of Mazandaran University is gratefully acknowledged.

A highly efficient green protocol for the preparation of bis-indolylmethanes,bis-2-methylindolylmethanes,bis-1-methylindolylmethanes and 3,3'-diindolyloxindole derivatives from the reaction of indoles with various aldehydes and ketones in the presence of cellulose sulfuric acid under solvent-free conditions is reported.The significant features of this procedure are high yields of the products,mild reaction,solvent-free condition and non-toxicity of the catalyst.
- Aldehydes,
- Ketones,
- Cellulose sulfuric acid,
- Bis-indolylmethanes,
- 3,3'-Diindolyloxindole derivatives
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17. [17]
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