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An Efficient Difluorohydroxylation of Indoles Using Selectfluor as a Fluorinating Reagent
Lin, Riyuan1; Ding, Shengtao1; Shi, Zhuangzhi1; Jiao, Ning1,2
刊名ORGANIC LETTERS
2011-09-02
DOI10.1021/ol201896p
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
WOS记录号WOS:000294242600006
项目编号2087-2003 ; 2009CB825300
资助机构Peking University ; National Science Foundation of China ; National Basic Research Program of China (973 Program)
引用统计
被引频次:45[WOS]   [WOS记录]     [WOS相关记录]
文献类型期刊论文
条目标识符http://ir.bjmu.edu.cn/handle/400002259/66457
专题北京大学药学院
北京大学药学院_天然药物与仿生药物国家重点实验室
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
推荐引用方式
GB/T 7714
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.
APA Lin, Riyuan,Ding, Shengtao,Shi, Zhuangzhi,&Jiao, Ning.(2011).An Efficient Difluorohydroxylation of Indoles Using Selectfluor as a Fluorinating Reagent.ORGANIC LETTERS,13(17),4498-4501.
MLA Lin, Riyuan,et al."An Efficient Difluorohydroxylation of Indoles Using Selectfluor as a Fluorinating Reagent".ORGANIC LETTERS 13.17(2011):4498-4501.
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