中国科学院上海有机化学研究所机构知识库
Advanced  
SIOC OpenIR  > 中科院有机氟化学重点实验室  > 期刊论文
学科主题: 有机氟化学
题名: 二氟二碘甲烷与乙烯基乙醚的反应及其产物的化学转化
其他题名: The reaction and its product conversiton of difluorodiiodomethane with ethyl vinyl ether
作者: 郭勇 ; 陈庆云
通讯作者: 陈庆云
刊名: 化学学报
发表日期: 2001-01-01
卷: 59, 期:10, 页:1722-1729
收录类别: SCI
部门归属: 中国科学院上海有机化学研究所元素有机化学实验室
摘要: 二氟二碘小烷(CF^2I^21)与乙烯基乙醚Na^2S^2O^4在DMSO和乙醇的混合溶剂中反应得3,3-二氟-3-碘丙 醛的乙缩醛[ICF^2CH^2CH(Oet)^2](3).3在锌粉的作用 下发生偶联反应生成二缩醛[(EtO)^2CHCH^2CF^2CF^2CH^2CH(Oet)^2] (5).缩醛3或5与烯醇硅醚在SnCl^4作用下发生交叉偶联反应.3在锌粉或保险粉的引发下与烯醇硅醚发生加成反应.3和5分别转化成硫缩醛ICF^2CH^2CH(SR)^2(13),(RS^2CHCH^2CF^2CF^2CH^2CH^2CH(SR)^2(14或O,S-缩醛。13消除HI得1,1-二氟乙烯衍生物.
英文摘要: Difluorodiiodomethane (CF^2I^2, 1) can react with vinyl ethyl ether by Na^2S^2O^4 in a solvent [V(EtOH): V(DMSO)=10:1] at room temperature for 8 hours to give diethyl 3,3-difluoro-3-iodopropylacetal [ICF^2CH^2CH(Oet)^2 (3) in 60% yield. The coupling of 3 with zinc in DMF affords [(EtO)^2CHCH^2CF^2CH^2CH(Oet)^2](5) in 60% yield. The SnCl^4 -promoted cross-coupling reactins of the acetals 3 and 5 with trimethylsilyl enol ethers produce ketones ICF^2CH^2CH(Oet)CH^2COR(8) and RCOCH^2CH(Oet)CH^2CF^2CH^2CH^2CH(Ort)CH^2COR(9) respectively. 3 can add to trimethylsilyl enol ethers initiated by Zn or sodium dithionite to yield (EtO)@CHCH^2CF^2CH^2CH(OTMS) C^6H^5(10c) or (EtO)^2CHCH^2CF^2CH^2COC(CH^3)(11a). The acetals 3 and 5 can be converted by BF^3. Et^2O into the corresponding dithioacetals ICF^2CH^2CH(SR)^2(13), (RS)^2CHCH^2CF^2CH^2CH(SR)^2(14) or O,S-acetal EtOCH(SR)CH^2CF^2CF^2CH^2CH(SR)(Oet)(15) deepending upon the concetration of RSH used. The elimination of HI from 13 by Net^3 results in the formation of 1,1-difluoroethylene derivatives.
语种: 中文
内容类型: 期刊论文
URI标识: http://ir.sioc.ac.cn/handle/331003/13542
Appears in Collections:中科院有机氟化学重点实验室_期刊论文

Files in This Item: Download All
File Name/ File Size Content Type Version Access License
2001199.pdf(606KB)----开放获取--View Download

Recommended Citation:
郭勇,陈庆云. 二氟二碘甲烷与乙烯基乙醚的反应及其产物的化学转化[J]. 化学学报,2001,59(10):1722-1729.
Service
Recommend this item
Sava as my favorate item
Show this item's statistics
Export Endnote File
Google Scholar
Similar articles in Google Scholar
[郭勇]'s Articles
[陈庆云]'s Articles
CSDL cross search
Similar articles in CSDL Cross Search
[郭勇]‘s Articles
[陈庆云]‘s Articles
Related Copyright Policies
Null
Social Bookmarking
Add to CiteULike Add to Connotea Add to Del.icio.us Add to Digg Add to Reddit
文件名: 2001199.pdf
格式: Adobe PDF
此文件暂不支持浏览
所有评论 (0)
暂无评论
 
评注功能仅针对注册用户开放,请您登录
您对该条目有什么异议,请填写以下表单,管理员会尽快联系您。
内 容:
Email:  *
单位:
验证码:   刷新
您在IR的使用过程中有什么好的想法或者建议可以反馈给我们。
标 题:
 *
内 容:
Email:  *
验证码:   刷新

Items in IR are protected by copyright, with all rights reserved, unless otherwise indicated.

 

 

Valid XHTML 1.0!
Powered by CSpace