| Catalyst-Dependent Stereodivergent and Regioselective Synthesis of Indole-Fused Heterocycles through Formal Cycloadditions of Indolyl-Allenes | |
| Alternative Title | 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 |
| MEI LIANGYONG1; Wei Y(魏音)1; Tang XY(唐翔鹰)1; Shi M(施敏)1 | |
| 2015 | |
| Source Publication | J. Am. Chem. Soc.
 |
| Volume | 137Issue:25Pages:8131-8137 |
| Abstract | 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. |
| Subtype | 论文 |
| Subject Area | 金属有机化学 |
| DOI | 10.1021/jacs.5b02080 |
| URL | 查看原文 |
| Indexed By | SCI |
| Language | 英语 |
| WOS ID | WOS:000357436300033 |
| Citation statistics | |
| Document Type | 期刊论文 |
| Identifier | http://ir.sioc.ac.cn/handle/331003/39624 |
| Collection | 金属有机化学国家重点实验室 |
| Corresponding Author | Tang XY(唐翔鹰); Shi M(施敏) |
| Affiliation | 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 |
| Recommended Citation 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. |
| Files in This Item: | ||||||
| File Name/Size | DocType | Version | Access | License | ||
| 2015392.pdf（510KB） | 期刊论文 | 作者接受稿 | 开放获取 | CC BY-NC-SA | Application Full Text | |
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