Redox-Neutral Rhodium(III)-Catalyzed Chemospecific and Regiospecific [4+1] Annulation between Indoles and Alkenes for the Synthesis of Functionalized Imidazo[1,5-a]indoles | |
Zhao, Fei1,2; Qiao, Jin1; Lu, Yangbin1; Zhang, Xiaoning1; Dai, Long1; Liu, Siyu1; Ni, Hangcheng1; Jia, Xiuwen2; Wu, Xiaowei3,4; Lu, Shiyao1,2 | |
刊名 | JOURNAL OF ORGANIC CHEMISTRY |
2021-08-06 | |
卷号 | 86期号:15页码:10591-10607 |
ISSN号 | 0022-3263 |
DOI | 10.1021/acs.joc.1c01256 |
通讯作者 | Zhao, Fei(zhaofei@cdu.edu.cn) ; Ni, Hangcheng(nihc@hotmail.com) ; Lu, Shiyao(shiyao_lu_siia@126.com) |
英文摘要 | Exploiting internal alkenes embedded with an oxidizing function/leaving group as a rare and unconventional onecarbon unit, a redox-neutral rhodium(III)-catalyzed chemo- and regiospecific [4+1] annulation between indoles and alkenes for the synthesis of functionalized imidazo[1,5-a]indoles has been achieved. Internal alkenes employed here can fulfill an unusual [4+1] annulation rather than normal [4+2] annulation/C-H alkenylation. This method is characterized by excellent chemo- and regioselectivity, broad substrate scope, good functional group tolerance, good to high yields, and redox-neutral conditions. |
资助项目 | Natural Science Foundation of Zhejiang Province[LY21B020003] ; National Natural Science Foundation of China[21602022] ; Chengdu Talents Program ; 1000 Talents Program of Sichuan Province ; Longquanyi District Talents Program ; Science and Technology Program of Sichuan Province[2018JY0345] ; Jinhua Branch of Sichuan Industrial Institute of Antibiotics[1003] ; Chengdu University New Faculty Start-up Fund[2081915037] |
WOS关键词 | C-H ACTIVATION ; TRACELESS DIRECTING GROUP ; EFFICIENT SYNTHESIS ; BOND ACTIVATION ; N BOND ; REGIOSELECTIVE SYNTHESIS ; NATURAL-PRODUCTS ; DIAZO-COMPOUNDS ; O BOND ; ALPHA,BETA-UNSATURATED KETOXIMES |
WOS研究方向 | Chemistry |
语种 | 英语 |
出版者 | AMER CHEMICAL SOC |
WOS记录号 | WOS:000684025500054 |
内容类型 | 期刊论文 |
源URL | [http://119.78.100.183/handle/2S10ELR8/298113] |
专题 | 中国科学院上海药物研究所 |
通讯作者 | Zhao, Fei; Ni, Hangcheng; Lu, Shiyao |
作者单位 | 1.Chengdu Univ, Sch Pharm, Sichuan Ind Inst Antibiot, Jinhua Branch, Jinhua 321007, Zhejiang, Peoples R China 2.Chengdu Univ, Sch Pharm, Sichuan Ind Inst Antibiot, Antibiot Res & Reevaluat Key Lab Sichuan Prov, Chengdu 610106, Peoples R China 3.Chinese Acad Sci, Shanghai Inst Mat Med, Shanghai 201203, Peoples R China 4.Chinese Acad Sci, Zhongshan Inst Drug Discovery, Inst Drug Discovery & Dev, Zhongshan 528400, Peoples R China |
推荐引用方式 GB/T 7714 | Zhao, Fei,Qiao, Jin,Lu, Yangbin,et al. Redox-Neutral Rhodium(III)-Catalyzed Chemospecific and Regiospecific [4+1] Annulation between Indoles and Alkenes for the Synthesis of Functionalized Imidazo[1,5-a]indoles[J]. JOURNAL OF ORGANIC CHEMISTRY,2021,86(15):10591-10607. |
APA | Zhao, Fei.,Qiao, Jin.,Lu, Yangbin.,Zhang, Xiaoning.,Dai, Long.,...&Lu, Shiyao.(2021).Redox-Neutral Rhodium(III)-Catalyzed Chemospecific and Regiospecific [4+1] Annulation between Indoles and Alkenes for the Synthesis of Functionalized Imidazo[1,5-a]indoles.JOURNAL OF ORGANIC CHEMISTRY,86(15),10591-10607. |
MLA | Zhao, Fei,et al."Redox-Neutral Rhodium(III)-Catalyzed Chemospecific and Regiospecific [4+1] Annulation between Indoles and Alkenes for the Synthesis of Functionalized Imidazo[1,5-a]indoles".JOURNAL OF ORGANIC CHEMISTRY 86.15(2021):10591-10607. |
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