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学科主题: 氟化学
题名: 1-tert-Butyl-1H-tetrazol-5-yl fluoromethyl sulfone (TBTSO2CH2F): a versatile fluoromethylidene synthon and its use in the synthesis of monofluorinated alkenes via Julia-Kocienski olefination
其他题名: 1-叔丁基-1H-5-(四唑)-氟甲基砜(TBTSO2CH2F):一种氟亚甲基合成子及其利用Julia-Kocienski反应合成单氟烯烃中的应用
作者: Zhu LG(朱林桂) ; Ni CF(倪传法) ; Zhao YC(赵延川) ; Hu JB(胡金波)
通讯作者: 胡金波
刊名: Tetrahedron
发表日期: 2010
卷: 66, 期:27-28, 页:5089-5100
收录类别: SCI
部门归属: 中国科学院上海有机化学研究所
英文摘要: 1-tert-Butyl-1H-tetrazol-5-yl fluoromethyl sulfone (TBTSO2CH2F) has been developed as a new and efficient fluoromethylidene synthon for the synthesis of both terminal and internal monofluoroalkenes via Julia-Kocienski olefination reaction. The base-mediated reaction between TBTSO2CH2F and carbonyl compounds (aldehydes and ketones) provided terminal monofluoroalkenes in good yields with moderate E/Z selectivity. The dominance of E- or Z-fluoroalkenes could be controlled by selection of proper reaction solvent and temperature. TBTSO2CH2F reagent was also found to be readily a-alkylated, acylated, and phenylsulfonylated to give corresponding alpha-functionalized fluorosulfones, which could be used in the synthesis of alkyl-, acyl-, and phenylsulfonyl-substituted internal monofluoroalkenes via Julia-Kocienski olefination reactions. (C) 2010 Elsevier Ltd. All rights reserved.
语种: 英语
相关网址: 查看原文
WOS记录号: WOS:000279126700024
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内容类型: 期刊论文
URI标识: http://ir.sioc.ac.cn/handle/331003/24071
Appears in Collections:中科院有机氟化学重点实验室_期刊论文

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Recommended Citation:
Zhu LG,Ni CF,Zhao YC,et al. 1-tert-Butyl-1H-tetrazol-5-yl fluoromethyl sulfone (TBTSO2CH2F): a versatile fluoromethylidene synthon and its use in the synthesis of monofluorinated alkenes via Julia-Kocienski olefination[J]. Tetrahedron,2010,66(27-28):5089-5100.
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