Intramolecular Csp(3)-H/C-C bond amination of alkyl azides for the selective synthesis of cyclic imines and tertiary amines
文献类型:期刊论文
作者 | Wen, Xiaojin2; Li, Xinyao2; Luo, Xiao2; Wang, Weijin2; Song, Song1,2; Jiao, Ning2 |
刊名 | CHEMICAL SCIENCE |
出版日期 | 2020-05-07 |
卷号 | 11期号:17页码:4482-4487 |
ISSN号 | 2041-6520 |
DOI | 10.1039/c9sc05522c |
通讯作者 | Song, Song(ssong@bjmu.edu.cn) ; Jiao, Ning(jiaoning@pku.edu.cn) |
英文摘要 | The intramolecular Csp(3)-H and/or C-C bond amination is very important in modern organic synthesis due to its efficiency in the construction of diversified N-heterocycles. Herein, we report a novel intramolecular cyclization of alkyl azides for the synthesis of cyclic imines and tertiary amines through selective Csp(3)-H and/or C-C bond cleavage. Two C-N single bonds or a C & xe001;N double bond are efficiently constructed in these transformations. The carbocation mechanism differs from the reported metal nitrene intermediates and therefore enables metal-free and new transformation. |
WOS关键词 | C-H AMINATION ; SCHMIDT REACTION ; RING-EXPANSION ; CHEMOSELECTIVE AMINATION ; EFFICIENT SYNTHESIS ; C(SP(3))-H BONDS ; HYDROXY AZIDES ; ORGANIC AZIDES ; NITROGEN ; FUNCTIONALIZATION |
资助项目 | National Key Research and Development Project[2019YFC1708902] ; National Natural Science Foundation of China[21632001] ; National Natural Science Foundation of China[21602005] ; National Natural Science Foundation of China[81821004] ; Drug Innovation Major Project, Peking University[2018ZX09711-001] ; Drug Innovation Major Project, Peking University[PKU2020PKYZX004] ; Shanghai Key Laboratory of Green Chemistry and Chemical Processes[2060302] |
WOS研究方向 | Chemistry |
语种 | 英语 |
出版者 | ROYAL SOC CHEMISTRY |
WOS记录号 | WOS:000532365500021 |
源URL | [http://119.78.100.183/handle/2S10ELR8/280348] |
专题 | 新药研究国家重点实验室 |
通讯作者 | Song, Song; Jiao, Ning |
作者单位 | 1.Chinese Acad Sci, Shanghai Inst Mat Med, State Key Lab Drug Res, Shanghai 201203, Peoples R China 2.Peking Univ, Sch Pharmaceut Sci, State Key Lab Nat & Biomimet Drugs, Xue Yuan Rd 38, Beijing 100191, Peoples R China |
推荐引用方式 GB/T 7714 | Wen, Xiaojin,Li, Xinyao,Luo, Xiao,et al. Intramolecular Csp(3)-H/C-C bond amination of alkyl azides for the selective synthesis of cyclic imines and tertiary amines[J]. CHEMICAL SCIENCE,2020,11(17):4482-4487. |
APA | Wen, Xiaojin,Li, Xinyao,Luo, Xiao,Wang, Weijin,Song, Song,&Jiao, Ning.(2020).Intramolecular Csp(3)-H/C-C bond amination of alkyl azides for the selective synthesis of cyclic imines and tertiary amines.CHEMICAL SCIENCE,11(17),4482-4487. |
MLA | Wen, Xiaojin,et al."Intramolecular Csp(3)-H/C-C bond amination of alkyl azides for the selective synthesis of cyclic imines and tertiary amines".CHEMICAL SCIENCE 11.17(2020):4482-4487. |
入库方式: OAI收割
来源:上海药物研究所
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