Difluorination of Furonaphthoquinones

doi:10.1021/acs.joc.7b01064

	Difluorination of Furonaphthoquinones
	Li, Jie1 ; Xue, Yu 2; Fan, Zhoulong 3,4,5; Ding, Chunyong 3,5; Zhang, Ao1,3,4,5
	2017-07-21
发表期刊	JOURNAL OF ORGANIC CHEMISTRY (IF:3.3[JCR-2023],3.2[5-Year])
ISSN	0022-3263
卷号	82 期号:14 页码:7388-7393
发表状态	已发表
DOI	10.1021/acs.joc.7b01064
摘要	An unprecedented difluorination reaction was developed based on the furonaphthoquinone skeleton of natural products tanshinones and their analogues. By using Selectfluor as the fluorinating source and H2O as the hydroxyl source, a wide range of unique polycyclic alpha,alpha-difluoro beta,beta-dihydroxyl para-quinone products were achieved with yields up to 90%. The mechanistic studies revealed that the reaction might undergo tandem multiple electrophilic and nucleophilic substitutions, as well as cleavages of C-O and C-C bonds. This approach not only provides a new method to synthesis of alpha,alpha-difluoro ketones, but also affords a series of unique chemotypes for biological activity screening.
收录类别	SCI ; IC ; CCR ; EI
语种	英语
资助项目	Shanghai Commission of Science and Technology[16XD1404600] ; Shanghai Commission of Science and Technology[14431905300] ; Shanghai Commission of Science and Technology[14431900400]
WOS研究方向	Chemistry
WOS类目	Chemistry, Organic
WOS记录号	WOS:000406355900031
出版者	AMER CHEMICAL SOC
EI入藏号	20173003973934
EI主题词	Bioactivity
EI分类号	Medicine and Pharmacology:461.6 ; Organic Compounds:804.1
WOS关键词	PRODUCT TANSHINONE IIA ; DIFLUOROMETHYL KETONES ; MEDICINAL CHEMISTRY ; SALVIA-MILTIORRHIZA ; CARBONYL-COMPOUNDS ; ACID-CHLORIDES ; PLASMEPSIN II ; DERIVATIVES ; INHIBITORS ; FLUORINE
原始文献类型	Article
通讯作者	Ding, Chunyong ; Zhang, Ao
引用统计	正在获取...
文献类型	期刊论文
条目标识符	https://kms.shanghaitech.edu.cn/handle/2MSLDSTB/2782
专题	生命科学与技术学院生命科学与技术学院_特聘教授组_张翱组生命科学与技术学院_博士生
通讯作者	Ding, Chunyong; Zhang, Ao
作者单位	1.ShanghaiTech Univ, Shanghai 201210, Peoples R China 2.China Pharmaceut Univ, Dept Med Chem, Nanjing 210009, Jiangsu, Peoples R China 3.Chinese Acad Sci, Shanghai Inst Mat Med, CAS Key Lab Receptor Res, Shanghai 201203, Peoples R China 4.Chinese Acad Sci, Shanghai Inst Mat Med, State Key Lab Drug Res, Shanghai 201203, Peoples R China 5.Univ Chinese Acad Sci, Beijing 100049, Peoples R China
第一作者单位	上海科技大学
通讯作者单位	上海科技大学
第一作者的第一单位	上海科技大学
推荐引用方式 GB/T 7714	Li, Jie,Xue, Yu,Fan, Zhoulong,et al. Difluorination of Furonaphthoquinones[J]. JOURNAL OF ORGANIC CHEMISTRY,2017,82(14):7388-7393.
APA	Li, Jie,Xue, Yu,Fan, Zhoulong,Ding, Chunyong,&Zhang, Ao.(2017).Difluorination of Furonaphthoquinones.JOURNAL OF ORGANIC CHEMISTRY,82(14),7388-7393.
MLA	Li, Jie,et al."Difluorination of Furonaphthoquinones".JOURNAL OF ORGANIC CHEMISTRY 82.14(2017):7388-7393.