Divergent Synthesis of Tunable Cyclopentadienyl Ligands and Their Application in Rh-Catalyzed Enantioselective Synthesis of Isoindolinone
2020-04-22
发表期刊JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (IF:14.4[JCR-2023],14.8[5-Year])
ISSN0002-7863
EISSN1520-5126
卷号142期号:16页码:7379-7385
发表状态已发表
DOI10.1021/jacs.0c02813
摘要

A series of rhodium complexes bearing sterically and electronically tunable cyclopentadienyl ligands, prepared by utilizing Co-2(CO)(8)-mediated [2+2+1] cyclization as a key step, were synthesized. In the presence of 2.5 mol% of Cp(m)Rh4, unprecedented enantioselective [4+1] annulation reaction of benzamides and alkenes was achieved with a broad substrate scope under mild reaction conditions, providing a variety of isoindolinones with excellent regio- and enantioselectivity (up to 94% yield, 97:3 er). Preliminary mechanistic studies suggest that the reaction involves an oxidative Heck reaction and an intramolecular enantioselective alkene hydroamination reaction.

收录类别SCI ; SCIE ; EI ; IC ; CCR
资助项目National Key R&D Program of China[2016YFA0202900] ; National Natural Science Foundation of China[21821002][91856201][19590750400] ; CAS[XDB20000000][QYZDY-SSW-SLH012] ; Science and Technology Commission of Shanghai Municipality[18JC1411302]
WOS研究方向Chemistry
WOS类目Chemistry, Multidisciplinary
WOS记录号WOS:000529156100025
出版者AMER CHEMICAL SOC
WOS关键词C-H ALKENYLATIONS ; (ELECTRON-DEFICIENT ETA(5)-CYCLOPENTADIENYL)RHODIUM(III) CATALYST ; MULTICOMPONENT SYNTHESIS ; OXIDATIVE ANNULATION ; COMPLEXES ; ACTIVATION ; RUTHENIUM ; OLEFINATION ; REACTIVITY ; BENZAMIDES
原始文献类型Article
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文献类型期刊论文
条目标识符https://kms.shanghaitech.edu.cn/handle/2MSLDSTB/120860
专题物质科学与技术学院_硕士生
共同第一作者Wu, Zhi-Jie
通讯作者You, Shu-Li
作者单位
1.Chinese Acad Sci, Shanghai Inst Organ Chem, Ctr Excellence Mol Synth, Univ Chinese Acad Sci,State Key Lab Organometall, Shanghai 200032, Peoples R China
2.Shanghai Tech Univ, Sch Phys Sci & Technol, Shanghai 201210, Peoples R China
推荐引用方式
GB/T 7714
Cui, Wen-Jun,Wu, Zhi-Jie,Gu, Qing,et al. Divergent Synthesis of Tunable Cyclopentadienyl Ligands and Their Application in Rh-Catalyzed Enantioselective Synthesis of Isoindolinone[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,2020,142(16):7379-7385.
APA Cui, Wen-Jun,Wu, Zhi-Jie,Gu, Qing,&You, Shu-Li.(2020).Divergent Synthesis of Tunable Cyclopentadienyl Ligands and Their Application in Rh-Catalyzed Enantioselective Synthesis of Isoindolinone.JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,142(16),7379-7385.
MLA Cui, Wen-Jun,et al."Divergent Synthesis of Tunable Cyclopentadienyl Ligands and Their Application in Rh-Catalyzed Enantioselective Synthesis of Isoindolinone".JOURNAL OF THE AMERICAN CHEMICAL SOCIETY 142.16(2020):7379-7385.
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