Generation of Alkoxyl Radicals by Photoredox Catalysis Enables Selective C(sp(3))-H Functionalization under Mild Reaction Conditions
2016-01-26
发表期刊ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (IF:16.1[JCR-2023],16.2[5-Year])
ISSN1433-7851
卷号55期号:5页码:1872-1875
发表状态已发表
DOI10.1002/anie.201510014
摘要Reported herein is the first visible-light-induced formation of alkoxyl radicals from N-alkoxyphthalimides, and the Hantzsch ester as the reductant is crucial for the reaction. The selective hydrogen atom abstraction by the alkoxyl radical enables C(sp(3))-H allylation and alkenylation reactions under mild reaction conditions at room temperature. Broad substrate variations, including a structurally complexed steroid, undergo the C(sp(3))-H functionalization reaction effectively with high regio- and chemoselectivity.
关键词allylic compounds C-H functionalization photochemistry alkoxyl radicals reaction mechanisms
收录类别SCI ; IC ; CCR ; EI
语种英语
资助项目National Natural Science Foundation of China[21272260] ; National Natural Science Foundation of China[21472230]
WOS研究方向Chemistry
WOS类目Chemistry, Multidisciplinary
WOS记录号WOS:000369854000052
出版者WILEY-V C H VERLAG GMBH
EI入藏号20160101757015
EI主题词Chemical reactions ; Photochemical reactions
WOS关键词HYDROGEN-ATOM TRANSFERS ; C-H BONDS ; STEREOSELECTIVE-SYNTHESIS ; COORDINATION-COMPOUNDS ; TRANSITION STRUCTURES ; N-ALKOXYPHTHALIMIDES ; RELAY CYCLIZATIONS ; ORGANIC-SYNTHESIS ; CARBON RADICALS ; VINYL SULFONES
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/1938
专题物质科学与技术学院
物质科学与技术学院_特聘教授组_陈以昀组
物质科学与技术学院_硕士生
通讯作者Chen, Yiyun
作者单位
1.Chinese Acad Sci, Shanghai Inst Organ Chem, Collaborat Innovat Ctr Chem Life Sci, State Key Lab Bioorgan & Nat Prod Chem, 345 Lingling Rd, Shanghai 200032, Peoples R China
2.ShanghaiTech Univ, Sch Phys Sci & Technol, 100 Haike Rd, Shanghai 201210, Peoples R China
通讯作者单位物质科学与技术学院
推荐引用方式
GB/T 7714
Zhang, Jing,Li, Yang,Zhang, Fuyuan,et al. Generation of Alkoxyl Radicals by Photoredox Catalysis Enables Selective C(sp(3))-H Functionalization under Mild Reaction Conditions[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION,2016,55(5):1872-1875.
APA Zhang, Jing,Li, Yang,Zhang, Fuyuan,Hu, Chenchen,&Chen, Yiyun.(2016).Generation of Alkoxyl Radicals by Photoredox Catalysis Enables Selective C(sp(3))-H Functionalization under Mild Reaction Conditions.ANGEWANDTE CHEMIE-INTERNATIONAL EDITION,55(5),1872-1875.
MLA Zhang, Jing,et al."Generation of Alkoxyl Radicals by Photoredox Catalysis Enables Selective C(sp(3))-H Functionalization under Mild Reaction Conditions".ANGEWANDTE CHEMIE-INTERNATIONAL EDITION 55.5(2016):1872-1875.
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