Photocatalytic Aerobic Oxidative Ring Expansion of Cyclic Ketones to Macrolactones by Cerium and Cyanoanthracene Catalysis
2021-03-01
发表期刊ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (IF:16.1[JCR-2023],16.2[5-Year])
ISSN1433-7851
EISSN1521-3773
卷号60期号:10页码:5370-5376
发表状态已发表
DOI10.1002/anie.202012720
摘要

We describe a cerium-catalyzed aerobic oxidative ring expansion for the expedient construction of synthetically challenging macrolactones under visible-light conditions. Cyanoanthracene has been employed as co-catalyst to accelerate the turnover of the cerium cycle leading to a fast conversion within 20 min of irradiation. Taking advantage of the high efficiency and operationally simple conditions, a collection of over 100 macrolactones equipped with ring systems ranging from 9- to 19-membered macrocycles have been prepared from simple building blocks. Moreover, the enabling potential of this strategy to simplify the generation of molecular complexity has been demonstrated through the concise synthesis of sonnerlactone.

关键词C-C bond cleavage cyanoanthracene catalyst lanthanide photocatalysis ring expansion visible light
收录类别SCI ; EI ; SCIE ; IC ; CCR
语种英语
WOS研究方向Chemistry
WOS类目Chemistry, Multidisciplinary
WOS记录号WOS:000607731900001
出版者WILEY-V C H VERLAG GMBH
WOS关键词MEDIUM-SIZED LACTONES ; MESOSUBSTITUTED ANTHRACENE-DERIVATIVES ; UNSTRAINED CYCLOALKANOLS ; PHOTOREDOX CATALYSIS ; RATE CONSTANTS ; BOND-CLEAVAGE ; BETA-SCISSION ; FUNCTIONALIZATION ; (3R,5R)-SONNERLACTONE ; FRAGMENTATION
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/125884
专题物质科学与技术学院_博士生
物质科学与技术学院_硕士生
共同第一作者Yang, Xiaokun
通讯作者Zuo, Zhiwei
作者单位
1.ShanghaiTech Univ, Sch Phys Sci & Technol, Shanghai 201210, Peoples R China;
2.Univ Chinese Acad Sci, Beijing 100049, Peoples R China;
3.Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organometall Chem, Shanghai 200032, Peoples R China
第一作者单位物质科学与技术学院
第一作者的第一单位物质科学与技术学院
推荐引用方式
GB/T 7714
Du, Jianbo,Yang, Xiaokun,Wang, Xin,et al. Photocatalytic Aerobic Oxidative Ring Expansion of Cyclic Ketones to Macrolactones by Cerium and Cyanoanthracene Catalysis[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION,2021,60(10):5370-5376.
APA Du, Jianbo.,Yang, Xiaokun.,Wang, Xin.,An, Qing.,He, Xu.,...&Zuo, Zhiwei.(2021).Photocatalytic Aerobic Oxidative Ring Expansion of Cyclic Ketones to Macrolactones by Cerium and Cyanoanthracene Catalysis.ANGEWANDTE CHEMIE-INTERNATIONAL EDITION,60(10),5370-5376.
MLA Du, Jianbo,et al."Photocatalytic Aerobic Oxidative Ring Expansion of Cyclic Ketones to Macrolactones by Cerium and Cyanoanthracene Catalysis".ANGEWANDTE CHEMIE-INTERNATIONAL EDITION 60.10(2021):5370-5376.
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