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
1. [1]
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2. [2]
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3. [3]
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4. [4]
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6. [6]
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7. [7]
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9. [9]
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10. [10]
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11. [11]
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12. [12]
  Yi-Fan Wang , Hao-Yun Yu , Hao Xu , Ya-Jie Wang , Xiaodi Yang , Yu-Hui Wang , Ping Tian , Guo-Qiang Lin . Rhodium(Ⅲ)-catalyzed diastereo- and enantioselective hydrosilylation/cyclization reaction of cyclohexadienone-tethered α, β-unsaturated aldehydes. Chinese Chemical Letters, 2024, 35(9): 109520-. doi: 10.1016/j.cclet.2024.109520
13. [13]
  Jinyuan Cui , Tingting Yang , Teng Xu , Jin Lin , Kunlong Liu , Pengxin Liu . Hydrogen spillover enhances the selective hydrogenation of α,β-unsaturated aldehydes on the Cu-O-Ce interface. Chinese Journal of Structural Chemistry, 2025, 44(1): 100438-100438. doi: 10.1016/j.cjsc.2024.100438
14. [14]
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15. [15]
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16. [16]
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17. [17]
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18. [18]
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19. [19]
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20. [20]
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