Synthesis of 2-fluoro-2-pyrrolines via tandem reaction of α-trifluoromethyl-α,β-unsaturated carbonyl compounds with N-tosylated 2-aminomalonates

被引:46
作者
Yang, Jieru [1 ]
Zhou, Xiaofan [1 ]
Zeng, Yu [1 ]
Huang, Chaoqian [1 ]
Xiao, Yuanjing [1 ]
Zhang, Junliang [1 ,2 ]
机构
[1] E China Normal Univ, Shanghai Key Lab Green Chem & Chem Proc, Sch Chem & Mol Engn, 3663 N Zhongshan Rd, Shanghai 200062, Peoples R China
[2] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organometall Chem, 345 Lingling Rd, Shanghai 200032, Peoples R China
基金
中国国家自然科学基金;
关键词
H+/K+ ATPASE INHIBITOR; AZOMETHINE YLIDES; FACILE ACCESS; CYCLIZATION; DERIVATIVES; CATALYST; PYRROLE; HYDROXYLAMINES; CYCLOADDITION; SUBSTITUTION;
D O I
10.1039/c6cc00831c
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A simple base-mediated tandem S(N)2'/SNV reaction of the readily available alpha-trifluoromethyl-alpha,beta-unsaturated carbonyl compounds with N-tosylated 2-aminomalonates was developed, which provide an efficient access to functionalized tetrasubstituted 2-fluoro-2-pyrrolines in good to excellent yields. In contrast, simple 1,2-nucleophilic adducts were produced when alpha-trifluoromethyl styrenes were used.
引用
收藏
页码:4922 / 4925
页数:4
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