Synthesis of spiroisoxazolidinyl-benzoisothiazolines by 1,3-dipolar cycloaddition of benzoisothiazole-2,2-dioxide-3-ylidenes with nitrones |
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| Authors: | Guorui Cao Shizheng Zhou Dawei Teng |
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| Affiliation: | College of Chemical Engineering, Qingdao University of Science and Technology, Qingdao 266042, China |
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| Abstract: | The spiroisoxazolidinyl-benzoisothiazoline derivatives were synthesized through a highly diastereoselective 1,3-dipolar cycloaddition of benzoisothiazole-2,2-dioxide-3-ylidenes with nitrones. The regiochemistry of cycloaddition was assigned on the 1H NMR chemical shift of methane-H in 3 and 5. The relative stereochemistry of cycloadducts was determined from the single-crystal X-ray crystallography. |
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| Keywords: | 1,3-dipolar cycloaddition Spirobenzoisothiazole dioxide Nitrone Spiroisoxazolidinyl-benzoisothiazoline |
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