EDA complex-directed streamlined synthesis of isoxazolidines from nitroarenes
Lei Huang1, Biao Fang2, Jiehao Xia1
1College of Chemical Engineering, Zhejiang University of Technology, Hangzhou 310014, China. limc@zjut.edu.cn.
None:
A strategy based on an electron donor-acceptor (EDA) complex is described for one-step reduction/cycloaddition of nitroarenes with methacryloyl benzamides to construct isoxazolidines. Mechanistic analysis revealed that the multifunctional amines play the role of electron donors in matching light-sensitive species and act as C1 synthons in the C-N bond formation of nitrones. Broad substrate scopes are compatible with late-stage functionalization, proving the usefulness and versatility of this new theme.
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