Progress in Synthesis and Bioactivity of Spiroisoxazoline Compounds
- Corresponding author: Imerhasan, Mukhtar, imerhasan@xju.edu.cn
Citation:
Li Minghui, Song Buer, Imerhasan, Mukhtar. Progress in Synthesis and Bioactivity of Spiroisoxazoline Compounds[J]. Chinese Journal of Organic Chemistry,
;2018, 38(2): 378-400.
doi:
10.6023/cjoc201708013
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Reagents and conditions: (ⅰ) TBAF, THF, r.t., 4 h then Ac2O, pyridine, r.t., 24 h, 97%; (ⅱ) ArC(Cl)=NOH, Et3N, CH2Cl2, r.t., 16 h; (ⅲ) NaOMe, MeOH, r.t., 2 h
Reagents and conditions: (a) CH3P(C6H5)3Br (1.4 equiv.), t-BuOK, THF, r.t., 1 h; (b) EtO2CC(Cl)=NOH (4 equiv.), NaHCO3 (10 equiv.), dioxane, reflux, 2 d; (c) NaBH4 (3 equiv.), EtOH, r.t., 3 h; (d) C4H4O4 (1.1 equiv.), MeOH, r.t., 12 h; (e) CH3I (10 equiv.), MeOH, r.t., 3 h; (f) Br2C=NOH (1.2 equiv.), NaHCO3, AcOEt, r.t., 12 h
Ar = C6H5, 2-naphthyl, 4-O2NC6H4, 3, 5-F2C6H3, 2, 6-Cl2C6H3, 4-F-C6H4, 4-HOC6H4, 2, 4-Cl2C6H3, 2, 5-Cl2C6H3, 3-FC6H4, 3-F-4-BrC6H3, 2-ClC6H4, 4-MeOC6H4, 9-anthracyl, 3-Br-4-MeOC6H3, 4-BrC6H4
R = Phenyl, 4-chlorophenyl, 2-methoxyphenyl 2-morpholinophenyl, 2-isopropylphenyl 1-naphthyl, 2-aminophenyl