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学科主题: 药学
题名:
An Efficient Difluorohydroxylation of Indoles Using Selectfluor as a Fluorinating Reagent
作者: Lin, Riyuan1; Ding, Shengtao1; Shi, Zhuangzhi1; Jiao, Ning1,2
刊名: ORGANIC LETTERS
发表日期: 2011-09-02
DOI: 10.1021/ol201896p
卷: 13, 期:17, 页:4498-4501
收录类别: SCI ; IC ; CCR
文章类型: Article
WOS标题词: Science & Technology
类目[WOS]: Chemistry, Organic
研究领域[WOS]: Chemistry
关键词[WOS]: CATALYTIC ENANTIOSELECTIVE FLUORINATION ; N-FLUOROAMMONIUM SALTS ; ELECTROPHILIC FLUORINATION ; CINCHONA ALKALOIDS ; DERIVATIVES ; PALLADIUM ; ALKYNES ; OXINDOLE ; OXIDANT ; FUNCTIONALIZATION
英文摘要:

An efficient difluorohydroxylation of substituted indoles leading to 3,3-difluoroindolin-2-ols with good yields by using Selectfluor as the electrophilic fluorinating reagent has been developed. In this methodology, the indole rings were difluorinated highly regioselectively at the C3 carbon site. This protocol is practically convenient, easily handled under mild conditions, and provides an efficient way to produce the unique difluorinated indolin-2-ol structure. When alcohols were used as the nucleophiles instead of H2O, the corresponding products were obtained in moderate yields. Based on the experimental observations, a plausible mechanism is proposed.

语种: 英语
所属项目编号: 2087-2003 ; 2009CB825300
项目资助者: Peking University ; National Science Foundation of China ; National Basic Research Program of China (973 Program)
WOS记录号: WOS:000294242600006
Citation statistics:
内容类型: 期刊论文
URI标识: http://ir.bjmu.edu.cn/handle/400002259/66457
Appears in Collections:北京大学药学院_期刊论文

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作者单位: 1.Peking Univ, Sch Pharmaceut Sci, State Key Lab Nat & Biomimet Drugs, Beijing 100191, Peoples R China
2.Chinese Acad Sci, State Key Lab Organomet Chem, Shanghai 200032, Peoples R China

Recommended Citation:
Lin, Riyuan,Ding, Shengtao,Shi, Zhuangzhi,et al. An Efficient Difluorohydroxylation of Indoles Using Selectfluor as a Fluorinating Reagent[J]. ORGANIC LETTERS,2011,13(17):4498-4501.
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