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| A Novel, Simple and Efficient Synthesis of Ferrocenyl Enones and Alkynols | |
| 引用本文： | SUN,Moran HUANG,Guo-Sheng WANG,Peng SHI,Qing-Hui LIANG,Yong-Min MA,Yong-Xiang. A Novel, Simple and Efficient Synthesis of Ferrocenyl Enones and Alkynols[J]. 有机化学, 2004, 24(Z1): 145 |
| 作者姓名： | SUN Moran HUANG Guo-Sheng WANG Peng SHI Qing-Hui LIANG Yong-Min MA Yong-Xiang |
| 作者单位： | SUN,Moran（State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou 730000） HUANG,Guo-Sheng（State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou 730000） WANG,Peng（State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou 730000） SHI,Qing-Hui（State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou 730000） LIANG,Yong-Min（State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou 730000） MA,Yong-Xiang（State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou 730000） |
| 摘 要： | Propargylic alcohols are versatile precursors to many organic molecules including natural products and pharmaceutical compounds.[1] In our continuing interest in the development of practical methods for synthesis of ferrocene derivatives, we decided to investigate the efficiencies of ferrocenylacetylene addition to aromatic aldehydes under t-BuOKcatalyzed condition.[2] Interestingly, we found that the usually reliable coupling reaction between terminal alkyne of type 1 and aromatic aldehydes of type 2 does not furnish the expected propargylic alcohols, but that the isomeric aryl enones 3are found in high yield and very short reaction time (10～20 min). This provided a promising protocol for preparation of ferrocenyl chalcones in a practical, economical and mild sense compared with the traditional method. To the best of our knowledge, this unusual reaction was first observed for the addition of ferrocenylacetylene to aldehyde in a base-catalyzed manner (Eq. 1). |
A Novel, Simple and Efficient Synthesis of Ferrocenyl Enones and Alkynols |
|
| SUN,Moran,HUANG,Guo-Sheng,WANG,Peng,SHI,Qing-Hui,LIANG,Yong-Min,MA,Yong-Xiang. A Novel, Simple and Efficient Synthesis of Ferrocenyl Enones and Alkynols[J]. Chinese Journal of Organic Chemistry, 2004, 24(Z1): 145 | |
| Authors: | SUN Moran HUANG Guo-Sheng WANG Peng SHI Qing-Hui LIANG Yong-Min MA Yong-Xiang |
| Abstract: | Propargylic alcohols are versatile precursors to many organic molecules including natural products and pharmaceutical compounds.[1] In our continuing interest in the development of practical methods for synthesis of ferrocene derivatives, we decided to investigate the efficiencies of ferrocenylacetylene addition to aromatic aldehydes under t-BuOKcatalyzed condition.[2] Interestingly, we found that the usually reliable coupling reaction between terminal alkyne of type 1 and aromatic aldehydes of type 2 does not furnish the expected propargylic alcohols, but that the isomeric aryl enones 3are found in high yield and very short reaction time (10～20 min). This provided a promising protocol for preparation of ferrocenyl chalcones in a practical, economical and mild sense compared with the traditional method. To the best of our knowledge, this unusual reaction was first observed for the addition of ferrocenylacetylene to aldehyde in a base-catalyzed manner (Eq. 1). |
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