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学科主题: 有机氟化学
题名: On the nucleophilic reactions of 5-Trifluoroacetyl-3,4-dihydro-2H-pyran
其他题名: 5-三氟乙酰基-3,4-二氢吡喃的亲核性反应研究
作者: Zhu SZ(朱仕正) ; Xu GL(徐国林) ; Qin CY(钦朝岳) ; Chu QL(储千里) ; Xu Y(许勇)
通讯作者: 朱仕正
刊名: Mon. Chem.
发表日期: 1999
卷: 130, 页:671-680
收录类别: SCI
部门归属: 中国科学院上海有机化学研究所有机氟化学开放实验室
英文摘要: 5-Trifluoroacetyl-3,4-dihydro-2H-pyran react readily with many nucleophiles such as amines and Grignard reagents to give the rign opened products NuCH=CR^1R^2 (R^1:(CH=2)=3OH, R^2: CF=3CO). The compound with Nu=Et=2N is unstable; it rearranges to 1-hydroxyl-1-trifluoromethyl2-diethylaminomethylene-tetrahydropyran and 2-diethylamino-3-trifluoroacety-tet-rahydropyran via an intramolecular nucleophilic addition reaction. Hydrazine and hydroxylamine attack the carbonyl carbon of the title compound to form (CH=2)=3OCH=CC(CF=3)=NZ(Z=NH=2, OH). In the presence of KOH, however, hydroxylamine hydrochloride reactsadditionally to 2-hydroxyl-2-trifluoromethyl-3-cyano-tetrahydropyran. Upon heating with triethylphosphite, the title compound reacts as a heterodiene and gives the corresponding cyclophosphorane. X-Ray diffraction analyses of two compound are presented.
语种: 英语
相关网址: 查看原文
WOS记录号: WOS:000080490400008
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内容类型: 期刊论文
URI标识: http://ir.sioc.ac.cn/handle/331003/14200
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 SZ,Xu GL,Qin CY,et al. On the nucleophilic reactions of 5-Trifluoroacetyl-3,4-dihydro-2H-pyran[J]. Mon. Chem.,1999,130:671-680.
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