中国科学院机构知识库网格
Chinese Academy of Sciences Institutional Repositories Grid
首页 机构 成果 学者
  
  1. CAS IR Grid
  2. 上海药物研究所
  3. 中国科学院上海药物研究所
  4. 新药研究国家重点实验室
Switchable Regioselective C-H Activation/Annulation of Acrylamides with Alkynes for the Synthesis of 2-Pyridones

文献类型：期刊论文

作者Chen, Chao5,6; Chen, Yanni6; Han, Zijian1,3,4; Huang, Yujie2; Wang, Yujiao2; Tao, Xiuyu1,7; Wang, Lan1,7; Chen, Xiangli2; Long, Ruikai1,7; Yang, Yaxi1,5,6,7
刊名CHEMSUSCHEM
出版日期2024-05-23
页码9
关键词C-H activation [4+2] annulation switchable regioselectivity 2-pyridones redox-neutral
ISSN号1864-5631
DOI10.1002/cssc.202400066
通讯作者Yang, Yaxi(yangyaxi@simm.ac.cn) ; Zhu, Weiliang(wlzhu@simm.ac.cn) ; Zhou, Bing(zhoubing@simm.ac.cn)
英文摘要A catalyst-based switchable regioselective C-H activation/annulation of acrylamides with propargyl carbonates has been developed, delivering C5 or C6 alkenyl substituted 2-pyridones. This robust protocol proceeds with a broad substrate scope and good functional group tolerance under redox-neutral reaction conditions. More significantly, this reaction is highly effective with previously challenging unsymmetrical alkynes, including unbiased alkyl-alkyl substituted alkynes, with perfect and switchable regioselectivity. Additionally, mechanistic studies and DFT calculations were performed to shed light on the switchable regioselectivity. A Ru- or Rh-catalyzed general and scalable strategy was developed to synthesize C5 or C6 alkenyl substituted 2-pyridones with switchable regioselectivity. This transformation allows for regioselective synthesis of 2-pyridones with installation of two electronically unbiased substituents. Additionally, mechanistic studies and DFT calculations were performed to shed light on the switchable regioselectivity. image
WOS关键词CATALYZED OXIDATIVE ANNULATION ; ACTIVATION APPROACH ; EFFICIENT SYNTHESIS ; N-ALKOXYBENZAMIDES ; BOND ACTIVATION ; PYRIDONE ; ISOQUINOLONE ; CLEAVAGE ; ACCESS ; ARENES
资助项目Science and Technology Commission of Shanghai Municipality ; Natural Science Foundation of Shanghai Municipality[22ZR1474100] ; Taishan Scholar Foundation of Shandong Province[tsqn202306322] ; Shandong Laboratory Program[SYS202205] ; Shandong Provincial Natural Science Foundation[ZR2023LSW003] ; Shandong Provincial Natural Science Foundation[ZR2023JQ028] ; National Key R&D Program of China[2022YFA1004304] ; [22XD1424600]
WOS研究方向Chemistry ; Science & Technology - Other Topics
语种英语
WOS记录号WOS:001229586300001
出版者WILEY-V C H VERLAG GMBH
源URL[http://119.78.100.183/handle/2S10ELR8/311096]  
专题新药研究国家重点实验室
通讯作者Yang, Yaxi; Zhu, Weiliang; Zhou, Bing
作者单位1.Univ Chinese Acad Sci, 19 Yuquan Rd, Beijing 100049, Peoples R China
2.Nanjing Univ Chinese Med, Sch Chinese Materia Med, Nanjing 210023, Peoples R China
3.Chinese Acad Sci, Shanghai Inst Materia Med, Drug Discovery & Design Ctr, Shanghai 201203, Peoples R China
4.Chinese Acad Sci, Shanghai Inst Materia Med, State Key Lab Drug Res, Shanghai 201203, Peoples R China
5.Bohai Rim Adv Res Inst Drug Discovery, Shandong Lab Yantai Drug Discovery, Yantai 264117, Shandong, Peoples R China
6.Chinese Acad Sci, Shanghai Inst Materia Med, Dept Med Chem, State Key Lab Drug Res, 555 Zu Chong Zhi Rd, Shanghai 201203, Peoples R China
7.Univ Chinese Acad Sci, Hangzhou Inst Adv Study, Sch Pharmaceut Sci & Technol, Hangzhou 310024, Peoples R China
推荐引用方式
GB/T 7714		 Chen, Chao,Chen, Yanni,Han, Zijian,et al. Switchable Regioselective C-H Activation/Annulation of Acrylamides with Alkynes for the Synthesis of 2-Pyridones[J]. CHEMSUSCHEM,2024:9.
APA Chen, Chao.,Chen, Yanni.,Han, Zijian.,Huang, Yujie.,Wang, Yujiao.,...&Zhou, Bing.(2024).Switchable Regioselective C-H Activation/Annulation of Acrylamides with Alkynes for the Synthesis of 2-Pyridones.CHEMSUSCHEM,9.
MLA Chen, Chao,et al."Switchable Regioselective C-H Activation/Annulation of Acrylamides with Alkynes for the Synthesis of 2-Pyridones".CHEMSUSCHEM (2024):9.

入库方式： OAI收割

来源：上海药物研究所

浏览0
下载0
收藏0
其他版本

除非特别说明，本系统中所有内容都受版权保护，并保留所有权利。