Copper-Catalyzed Formal Carbene Migratory Insertion into Internal Olefinic C=C Bonds with N-Tosylhydrazones To Access Iminofuran and 2(3H)-Furanone Derivatives
文献类型：期刊论文
| 作者 | Huang, Fei1,2; Liu, Zhuqing1,2; Wang, Quannan1,2; Lou, Jiang1,2; Yu, Zhengkun1,3 |
| 刊名 | ORGANIC LETTERS
 |
| 出版日期 | 2017-07-07 |
| 卷号 | 19期号:13页码:3660-3663 |
| DOI | 10.1021/acs.orglett.7b01668 |
| 英文摘要 | Efficient copper-catalyzed formal carbene migratory insertion into the olefinic C=C bonds of internal olefins, that is, alpha-oxo ketene N,S-acetals, has been achieved by means of N-tosylhydrazones of ketones as the carbene precursors. Iminofuran derivatives were obtained and further transformed to the corresponding 2(3H)-furanones and 4-oxobutanoates (gamma-ketoesters), respectively, under mild conditions. In a similar fashion, alpha-thioxo ketene N,S-acetals reacted with N-tosylhydrazones of ketones to afford iminothiophenes. It is suggested that formal carbene migratory insertion into the olefinic C=C bond is involved in the overall catalytic cycle, demonstrating a new type of carbene insertion reaction for five-membered heterocycle construction. |
| 语种 | 英语 |
| WOS记录号 | WOS:000405358300083 |
| 源URL | [http://cas-ir.dicp.ac.cn/handle/321008/152043]  |
| 专题 | 大连化学物理研究所_中国科学院大连化学物理研究所 |
| 作者单位 | 1.Chinese Acad Sci, Dalian Inst Chem Phys, 457 Zhongshan Rd, Dalian 116023, Peoples R China 2.Univ Chinese Acad Sci, Beijing 100049, Peoples R China 3.Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organometall Chem, 354 Fenglin Rd, Shanghai 200032, Peoples R China |
| 推荐引用方式 GB/T 7714 | Huang, Fei,Liu, Zhuqing,Wang, Quannan,et al. Copper-Catalyzed Formal Carbene Migratory Insertion into Internal Olefinic C=C Bonds with N-Tosylhydrazones To Access Iminofuran and 2(3H)-Furanone Derivatives[J]. ORGANIC LETTERS,2017,19(13):3660-3663. |
| APA | Huang, Fei,Liu, Zhuqing,Wang, Quannan,Lou, Jiang,&Yu, Zhengkun.(2017).Copper-Catalyzed Formal Carbene Migratory Insertion into Internal Olefinic C=C Bonds with N-Tosylhydrazones To Access Iminofuran and 2(3H)-Furanone Derivatives.ORGANIC LETTERS,19(13),3660-3663. |
| MLA | Huang, Fei,et al."Copper-Catalyzed Formal Carbene Migratory Insertion into Internal Olefinic C=C Bonds with N-Tosylhydrazones To Access Iminofuran and 2(3H)-Furanone Derivatives".ORGANIC LETTERS 19.13(2017):3660-3663. |
入库方式： OAI收割
来源：大连化学物理研究所
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