PIDA/I-2-Mediated alpha- and beta-C(sp(3))-H Bond Dual Functionalization of Tertiary Amines
文献类型：期刊论文
| 作者 | Zhu, Yu1,2; Shao, Li-Dong1; Deng, Zhen-Tao1,2; Bao, Ying1,2; Shi, Xin1,2; Zhao, Qn-Shi1 |
| 刊名 | JOURNAL OF ORGANIC CHEMISTRY
 |
| 出版日期 | 2018-09-07 |
| 卷号 | 83期号:17页码:10166-10174 |
| ISSN号 | 0022-3263 |
| DOI | 10.1021/acs.joc.8b01424 |
| 英文摘要 | The alpha,beta-C(sp(3))-H bond dual functionalization of tertiary amines is still a challenging task for both organic and medicinal chemists. Herein a direct, mild, metal-free, and site-specific method mediated by PIDA/I-2 was developed for alpha,beta-C(sp(3))-H bond dual functionalization of tertiary amines, and this method can provide facile access to alpha-keto lactams or rarely studied alpha,alpha-diiodo lactams. Moreover, this method was used for the effective syntheses of three natural products [obscurumine C (13), obscurumine O (17), and strychnocarpine (18)] and direct preparation of mimics of the in vivo metabolites of two FDA-approved drugs (imatinib and donepezil) in 36-60% overall yield. The method represents a promising protocol for the late-stage alpha,beta-C(sp(3))-H bond oxidative dual functionalization of tertiary amine-containing drugs and complex natural products. |
| 资助项目 | National Natural Science Foundation of China[U1502223] ; National Natural Science Foundation of China[U0932602] ; National Natural Science Foundation of China[81603000] ; National Basic Research Program (973 program) of China[2011CB915503] ; Science and Technology Program of Yunnan Province[2017FB135] ; Youth Innovation Promotion Association CAS |
| WOS研究方向 | Chemistry |
| 语种 | 英语 |
| WOS记录号 | WOS:000444364600050 |
| 出版者 | AMER CHEMICAL SOC |
| 资助机构 | National Natural Science Foundation of China ; National Basic Research Program (973 program) of China ; Science and Technology Program of Yunnan Province ; Youth Innovation Promotion Association CAS |
| 源URL | [http://ir.kib.ac.cn/handle/151853/62415]  |
| 专题 | 昆明植物研究所_植物化学与西部植物资源持续利用国家重点实验室 |
| 通讯作者 | Zhao, Qn-Shi |
| 作者单位 | 1.Chinese Acad Sci, State Key Lab Phytochem & Plant Resources West Ch, Kunming Inst Bot, Kunming 650201, Yunnan, Peoples R China 2.Univ Chinese Acad Sci, Beijing 100049, Peoples R China |
| 推荐引用方式 GB/T 7714 | Zhu, Yu,Shao, Li-Dong,Deng, Zhen-Tao,et al. PIDA/I-2-Mediated alpha- and beta-C(sp(3))-H Bond Dual Functionalization of Tertiary Amines[J]. JOURNAL OF ORGANIC CHEMISTRY,2018,83(17):10166-10174. |
| APA | Zhu, Yu,Shao, Li-Dong,Deng, Zhen-Tao,Bao, Ying,Shi, Xin,&Zhao, Qn-Shi.(2018).PIDA/I-2-Mediated alpha- and beta-C(sp(3))-H Bond Dual Functionalization of Tertiary Amines.JOURNAL OF ORGANIC CHEMISTRY,83(17),10166-10174. |
| MLA | Zhu, Yu,et al."PIDA/I-2-Mediated alpha- and beta-C(sp(3))-H Bond Dual Functionalization of Tertiary Amines".JOURNAL OF ORGANIC CHEMISTRY 83.17(2018):10166-10174. |
入库方式： OAI收割
来源：昆明植物研究所
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