Novel Synthesis of Dihydroisoxazoles by p-TsOH-Participated 1,3-Dipolar Cycloaddition of Dipolarophiles withα-Nitroketones

Caiyun Yang; Sirou Hu; Xinhui Pan; Ke Yang; Ke Zhang; Qingguang Liu; Xiaobing Xin; Jie Li; Jinhui Wang; Xiaoda Yang

doi:10.3390/molecules28062565

Novel Synthesis of Dihydroisoxazoles by p-TsOH-Participated 1,3-Dipolar Cycloaddition of Dipolarophiles withα-Nitroketones

Molecules. 2023 Mar 11;28(6):2565. doi: 10.3390/molecules28062565.

Authors

Caiyun Yang¹, Sirou Hu¹, Xinhui Pan^{1

2}, Ke Yang¹, Ke Zhang¹, Qingguang Liu¹, Xiaobing Xin¹, Jie Li¹, Jinhui Wang¹, Xiaoda Yang^{1

2}

Affiliations

¹ Key Laboratory of Xinjiang Phytomedicine Resource and Utilisation, Ministry of Education, School of Pharmaceutical Sciences, Shihezi University, Shihezi 832002, China.
² Stake Key Laboratory of Natural and Biomimetic Drugs, Department of Chemical Biology, School of Pharmaceutical Sciences, Peking University, Beijing 100191, China.

Abstract

This article reports in detail a method for the synthesis of 3-benzoxoxazoline by the reaction of alkenes (alkynes) and a variety of α-nitroketones in the presence of p-TsOH. The scope of alkenes is broad, including different alkenes and the alkyne. This reaction provides a convenient and efficient synthetic method of 3-benzoylisoxazolines.

Keywords: 1,3-dipolar cycloaddition; alkenes; alkynes; isoxazolines; p-TsOH; α-nitroketones.

Abstract

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