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

被引：50

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

来源：

CHEMICAL COMMUNICATIONS | 2016年 / 52卷 / 27期

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

页码：4922 / 4925

页数：4

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