Citation: Hui Yu, Tao Gai, Wen Liang Sun, Mei Su Zhang. Radical reduction of Passerini 3CR adducts by SmI₂/HMPA[J]. Chinese Chemical Letters, ;2011, 22(4): 379-381. doi: 10.1016/j.cclet.2010.11.013 shu

Radical reduction of Passerini 3CR adducts by SmI₂/HMPA

Department of Chemistry, Tongji University, Shanghai 200092, China

Received Date: 23 August 2010

Fund Project: We thank NSFC for the financial support (No. 20802053).

The Passerini 3-CR adducts of substituted cinnamaldehydes, isocyanides and acetic acid were treated with SmI₂/HMPA in dry tetrahydrofuran (THF) at room temperature, and β, γ-unsaturated amides were obtained in moderate yields. The reaction was supposed involving a radical reduction procedure.
- Passerini,
- Isocyanide,
- Modification,
- Amides,
- Samarium diiodide
1. [1]
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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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