title: Synthesis of 2-fluoro-2-pyrrolines via tandem reaction of α-trifluoromethyl-α,β-unsaturated carbonyl compounds with N-tosylated 2-aminomalonates.
abstract: A simple base-mediated tandem SN2'/SNV reaction of the readily available α-trifluoromethyl-α,β-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 α-trifluoromethyl styrenes were used.
authors.affiliation: Shanghai Key Laboratory of Green Chemistry and Chemical Processes, School of Chemistry and Molecular Engineering, East China Normal University, 3663 N. Zhongshan Road, Shanghai, 200062, P. R. China. yjxiao@chem.ecnu.edu.cn.
authors.forename: Jieru
authors.initials: J
authors.lastname: Yang
authors.forename: Xiaofan
authors.initials: X
authors.lastname: Zhou
authors.forename: Yu
authors.initials: Y
authors.lastname: Zeng
authors.forename: Chaoqian
authors.initials: C
authors.lastname: Huang
authors.forename: Yuanjing
authors.initials: Y
authors.lastname: Xiao
authors.forename: Junliang
authors.initials: J
authors.lastname: Zhang
mesh_terms: D007659:Ketones / Q000737:chemistry*; D008314:Malonates / Q000737:chemistry*; D011758:Pyrroles / Q000138:chemical synthesis*
chemical_list: D007659:Ketones; D008314:Malonates; D011758:Pyrroles; C013231:pyrroline; C030290:malonic acid