Rhodium-Catalyzed C-H Activation of Indoles for the Construction of Spiroindole Scaffolds
文献类型：期刊论文
| 作者 | Wang, Huiying3; Wang, Mengmeng3; Ma, Biao2; Dai, Hui-Xiong1,2,3
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| 刊名 | SYNTHESIS-STUTTGART
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| 出版日期 | 2022-11-02 |
| 卷号 | 54期号:21页码:4727-4733 |
| 关键词 | indole C7-H activation spirocycle succinimide Rh-catalyzed |
| ISSN号 | 0039-7881 |
| DOI | 10.1055/a-1791-7218 |
| 通讯作者 | Ma, Biao(bma@simm.ac.cn) ; Dai, Hui-Xiong(hxdai@simm.ac.cn) |
| 英文摘要 | Spiroindoles are key scaffolds in a large number of natural products, pharmaceuticals, and agrochemicals. Selective C-H activation has emerged as a powerful synthetic approach to streamline the synthesis of substituted spiroindoles. To date, various 2- and 3-indolyltethered aza-spiro-centers have been successfully achieved via C-H activation. However, introduction of spiro-containing systems onto the benzenoid core of indole still remains challenging. Herein, a method of Rh(III)-catalyzed selective C7-H activation/cyclization of indole with maleimide to afford novel spiroindole derivatives is reported, which incorporate both succinimide and spirocycle into indole unit. Gram-scale synthesis demonstrates the utility of this protocol, further modification via click chemistry offered a novel scaffold as a versatile spiro linker. |
| WOS关键词 | POTENT ; DERIVATIVES ; LIGANDS ; DESIGN |
| 资助项目 | Shanghai Institute of Materia Medica ; Chinese Academy of Sciences ; National Natural Science Foundation of China[22001258] ; National Natural Science Foundation of China[21920102003] ; Youth Innovation Promotion Association CAS[2014229] ; Youth Innovation Promotion Association CAS[2018293] ; Institutes for Drug Discovery and Development ; Science and Technology Commission of Shanghai Municipality[17JC1405000] ; Science and Technology Commission of Shanghai Municipality[21ZR1475400] ; Science and Technology Commission of Shanghai Municipality[18431907100] ; Program of Shanghai Academic Research Leader[19XD1424600] ; China Postdoctoral Science Foundation[2019M662854] ; Chinese Academy of Sciences[CASIMM0120163006] |
| WOS研究方向 | Chemistry |
| 语种 | 英语 |
| WOS记录号 | WOS:000867234200013 |
| 出版者 | GEORG THIEME VERLAG KG |
| 源URL | [http://119.78.100.183/handle/2S10ELR8/302775]  |
| 专题 | 中国科学院上海药物研究所 |
| 通讯作者 | Ma, Biao; Dai, Hui-Xiong |
| 作者单位 | 1.Hangzhou Inst Adv Study, Sch Pharmaceut Sci & Technol, Hangzhou 310024, Peoples R China 2.Chinese Acad Sci, Univ Chinese Acad Sci, Shanghai Inst Mat Med, Key Lab Receptor Res, Shanghai 201203, Peoples R China 3.Nanjing Univ Chinese Med, Sch Chinese Mat Med, Nanjing 210023, Jiangsu, Peoples R China |
| 推荐引用方式 GB/T 7714 | Wang, Huiying,Wang, Mengmeng,Ma, Biao,et al. Rhodium-Catalyzed C-H Activation of Indoles for the Construction of Spiroindole Scaffolds[J]. SYNTHESIS-STUTTGART,2022,54(21):4727-4733. |
| APA | Wang, Huiying,Wang, Mengmeng,Ma, Biao,&Dai, Hui-Xiong.(2022).Rhodium-Catalyzed C-H Activation of Indoles for the Construction of Spiroindole Scaffolds.SYNTHESIS-STUTTGART,54(21),4727-4733. |
| MLA | Wang, Huiying,et al."Rhodium-Catalyzed C-H Activation of Indoles for the Construction of Spiroindole Scaffolds".SYNTHESIS-STUTTGART 54.21(2022):4727-4733. |
入库方式： OAI收割
来源：上海药物研究所
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