Catalyst-Dependent Stereodivergent and Regioselective Synthesis of Indole-Fused Heterocycles through Formal Cycloadditions of Indolyl-Allenes
文献类型：期刊论文
| 作者 | MEI LIANGYONG1; Wei Y(魏音)1; Tang XY(唐翔鹰)1; Shi M(施敏)1 |
| 刊名 | J. Am. Chem. Soc.
 |
| 出版日期 | 2015 |
| 卷号 | 137期号:25页码:8131-8137 |
| 其他题名 | 催化剂调控的从吲哚和联烯的环加成反应高立体和区域选择性地制备含有吲哚的杂环化合物 |
| 通讯作者 | 唐翔鹰 ; 施敏 |
| 英文摘要 | Stereo- and regioselective construction of poly-heterocycles, especially those with several contiguous stereocenters, is still a challenge. In this paper, catalyst-dependent stereodivergent and regioselective synthesis of indole-fused heterocycles through formal cycloadditions of indolyl-allenes has been developed. The reaction features total reversion of an all-carbon quaternary stereocenter when a gold or platinum complex was employed as the catalyst through [3 + 2] cycloaddition of allene with indole, affording different diazabenzo[a]cyclopenta[cd]azulenes as epimers, respectively. In addition, in the presence of IPrAuCl and AgNTf2, highly regioselective exo-type [2 + 2] cycloaddition was observed, in which allene served as a 2C synthon. This methodology provides a simple and straightforward approach for the construction of indole-fused tricyclic systems under mild conditions in an atom-economical way. |
| 学科主题 | 金属有机化学 |
| 收录类别 | SCI |
| 原文出处 | http://dx.doi.org/10.1021/jacs.5b02080 |
| 语种 | 英语 |
| WOS记录号 | WOS:000357436300033 |
| 源URL | [http://ir.sioc.ac.cn/handle/331003/39624]  |
| 专题 | 上海有机化学研究所_金属有机化学国家重点实验室 |
| 作者单位 | 1.中科院上海有机化学研究所, 金属有机化学国家重点实验室 2.华东理工大学 |
| 推荐引用方式 GB/T 7714 | MEI LIANGYONG,Wei Y,Tang XY,et al. Catalyst-Dependent Stereodivergent and Regioselective Synthesis of Indole-Fused Heterocycles through Formal Cycloadditions of Indolyl-Allenes[J]. J. Am. Chem. Soc.,2015,137(25):8131-8137. |
| APA | MEI LIANGYONG,魏音,唐翔鹰,&施敏.(2015).Catalyst-Dependent Stereodivergent and Regioselective Synthesis of Indole-Fused Heterocycles through Formal Cycloadditions of Indolyl-Allenes.J. Am. Chem. Soc.,137(25),8131-8137. |
| MLA | MEI LIANGYONG,et al."Catalyst-Dependent Stereodivergent and Regioselective Synthesis of Indole-Fused Heterocycles through Formal Cycloadditions of Indolyl-Allenes".J. Am. Chem. Soc. 137.25(2015):8131-8137. |
入库方式： OAI收割
来源：上海有机化学研究所
浏览0
下载0
收藏0
其他版本
除非特别说明，本系统中所有内容都受版权保护，并保留所有权利。