Access to Six- and Seven-Membered 1,7-Fused Indolines via Rh(III)-Catalyzed Redox-Neutral C7-Selective C-H Functionalization of Indolines with Alkynes and Alkenes
文献类型：期刊论文
| 作者 | Wang, Xuan; Tang, Huanyu; Feng, Huijin ; Li, Yuanchao; Yang, Yaxi; Zhou, Bing
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| 刊名 | JOURNAL OF ORGANIC CHEMISTRY
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| 出版日期 | 2015-06-19 |
| 卷号 | 80期号:12页码:6238-6249 |
| ISSN号 | 0022-3263 |
| DOI | 10.1021/acs.joc.5b00684 |
| 文献子类 | Article |
| 英文摘要 | We report herein a new strategy for the Rh(III)-catalyzed redox-neutral C7-selective C-H activation/annulation of indolines to rapidly access various privileged 1,7-fused indolines by utilizing an oxidizing directing group. For example, a Rh(III)-catalyzed redox-neutral C7-elective C-H functionalization of indolines with arylalkynes is described to directly access 7-membered 1,7-fused indolines. Moreover, an unprecedented intramolecular addition of an alkenyl-Cp*Rh(III) species to a carbamoyl moiety occurred to give 1H-pyrroloquinolinones when employing alkyl alkynes. Additionally, an efficient Rh(III)-catalyzed redox-neutral C7-selective C-H activation/alkenylation/aza-Michael addition of indolines is also developed to give 6-membered 1,7-fused indolines. The advantages of these processes are as follows: (1) mild and simple reaction conditions; (2) no need for an external oxidant; (3) broad scope of substrates; and (4) valuable six- or seven-membered 1,7-fused indolines as products. |
| WOS关键词 | NONREARRANGED MONOTERPENOID UNIT ; N BOND FORMATION ; PYRROLOPHENANTHRIDINE ALKALOIDS ; COUPLING REACTION ; INTERNAL ALKYNES ; ROOM-TEMPERATURE ; PYRROLOQUINOLINONE METHYLDERIVATIVES ; RHODIUM(III)-CATALYZED SYNTHESIS ; CATALYZED FUNCTIONALIZATION ; INTRAMOLECULAR CYCLIZATION |
| 资助项目 | National Natural Science Foundation of China[21302200] |
| WOS研究方向 | Chemistry |
| 语种 | 英语 |
| WOS记录号 | WOS:000356845800023 |
| 出版者 | AMER CHEMICAL SOC |
| 源URL | [http://119.78.100.183/handle/2S10ELR8/276489]  |
| 专题 | 药物化学研究室 |
| 通讯作者 | Li, Yuanchao |
| 作者单位 | Chinese Acad Sci, Shanghai Inst Mat Med, Shanghai 201203, Peoples R China |
| 推荐引用方式 GB/T 7714 | Wang, Xuan,Tang, Huanyu,Feng, Huijin,et al. Access to Six- and Seven-Membered 1,7-Fused Indolines via Rh(III)-Catalyzed Redox-Neutral C7-Selective C-H Functionalization of Indolines with Alkynes and Alkenes[J]. JOURNAL OF ORGANIC CHEMISTRY,2015,80(12):6238-6249. |
| APA | Wang, Xuan,Tang, Huanyu,Feng, Huijin,Li, Yuanchao,Yang, Yaxi,&Zhou, Bing.(2015).Access to Six- and Seven-Membered 1,7-Fused Indolines via Rh(III)-Catalyzed Redox-Neutral C7-Selective C-H Functionalization of Indolines with Alkynes and Alkenes.JOURNAL OF ORGANIC CHEMISTRY,80(12),6238-6249. |
| MLA | Wang, Xuan,et al."Access to Six- and Seven-Membered 1,7-Fused Indolines via Rh(III)-Catalyzed Redox-Neutral C7-Selective C-H Functionalization of Indolines with Alkynes and Alkenes".JOURNAL OF ORGANIC CHEMISTRY 80.12(2015):6238-6249. |
入库方式： OAI收割
来源：上海药物研究所
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