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A facile one-pot synthesis of 2-fluoroalkyl 1,3-imidazolines and 1,3-oxazolines through imidoyl halide intermediates
其他题名亚胺酰卤中间体参与下的一锅法合成2-氟烷基1,3-咪唑啉或1,3-恶唑啉
Jiang HZ(蒋海珍); Sun L(孙兰); Yuan SJ(袁世杰); Lu WJ(卢文君); Wan W(万文); Zhu SZ(朱仕正); Hao J(郝建)
2012
发表期刊Tetrahedron
ISSN0040-4020
卷号68期号:13页码:2858-2863
摘要A facile one-pot procedure has been developed for the synthesis of 1,3-imidazolines and 1,3-oxazolines bearing fluorinated alkyl groups at the 2-position. The reaction involves the condensation of N-monosubstituted ethane-1,2-diamines or 2-aminoethanols with a fluorinated carboxylic acid in the presence of PPh3/CX4. The proposed mechanism is that the amide intermediates were initially formed, and then converted to the imidoyl halide intermediates in the presence of PPh3/CX4, followed by rapid intramolecular cyclization to 1,3-diazoline products. This protocol allows for the synthesis of 2-bromodifluoromethyl-1,3-imidazoline, a useful CF2Br-heterocyclic building block, which can be used for the synthesis of gem-difluoromethylene linked compounds. (C) 2012 Elsevier Ltd. All rights reserved.
学科领域氟化学
部门归属上海大学; 中科院上海有机化学研究所
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收录类别SCI
语种英语
WOS记录号WOS:000301964700014
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文献类型期刊论文
条目标识符http://ir.sioc.ac.cn/handle/331003/28267
专题中科院有机氟化学重点实验室
通讯作者Jiang HZ(蒋海珍); Zhu SZ(朱仕正); Hao J(郝建)
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GB/T 7714
Jiang HZ,Sun L,Yuan SJ,et al. A facile one-pot synthesis of 2-fluoroalkyl 1,3-imidazolines and 1,3-oxazolines through imidoyl halide intermediates[J]. Tetrahedron,2012,68(13):2858-2863.
APA 蒋海珍.,孙兰.,袁世杰.,卢文君.,万文.,...&郝建.(2012).A facile one-pot synthesis of 2-fluoroalkyl 1,3-imidazolines and 1,3-oxazolines through imidoyl halide intermediates.Tetrahedron,68(13),2858-2863.
MLA 蒋海珍,et al."A facile one-pot synthesis of 2-fluoroalkyl 1,3-imidazolines and 1,3-oxazolines through imidoyl halide intermediates".Tetrahedron 68.13(2012):2858-2863.
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