Catalytic Redox Chain Ring Opening of Lactones with Quinones To Synthesize Quinone-Containing Carboxylic Acids
2019-07-05
发表期刊ORGANIC LETTERS
ISSN1523-7060
卷号21期号:13页码:5078-5081
发表状态已发表
DOI10.1021/acs.orglett.9b01672
摘要Catalytic ring opening of five- to eight-membered lactones with quinones is achieved through a redox chain mechanism. With low loading of a simple metal inflate Lewis acid catalyst and a chain initiator, C-H bonds of many quinones were efficiently functionalized with carboxylic acid-containing side chains. This method also features 100% atom economy and wide substrate scope. A novel route to the anti-asthma drug Seratrodast was developed. Mechanism study suggests that the redox chain reaction likely undergoes a carbocation intermediate.
收录类别SCI ; SCIE ; IC ; CCR
语种英语
资助项目National Natural Science Foundation of China[21673141]
WOS研究方向Chemistry
WOS类目Chemistry, Organic
WOS记录号WOS:000474795200033
出版者AMER CHEMICAL SOC
WOS关键词DERIVATIVES ; OXIDATION ; ALCOHOLS
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/61088
专题物质科学与技术学院_博士生
物质科学与技术学院_PI研究组_李智组
通讯作者Li, Zhi
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
第一作者单位物质科学与技术学院
通讯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
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GB/T 7714
Xu, Xiao-Long,Li, Zhi. Catalytic Redox Chain Ring Opening of Lactones with Quinones To Synthesize Quinone-Containing Carboxylic Acids[J]. ORGANIC LETTERS,2019,21(13):5078-5081.
APA Xu, Xiao-Long,&Li, Zhi.(2019).Catalytic Redox Chain Ring Opening of Lactones with Quinones To Synthesize Quinone-Containing Carboxylic Acids.ORGANIC LETTERS,21(13),5078-5081.
MLA Xu, Xiao-Long,et al."Catalytic Redox Chain Ring Opening of Lactones with Quinones To Synthesize Quinone-Containing Carboxylic Acids".ORGANIC LETTERS 21.13(2019):5078-5081.
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