Thermal Rearrangement of 3-Allyloxy-1,2-benzisothiazole 1,1-Dioxides: an Unusual Inversion of Products of Sigmatropic [3,3]-Shift to Give the [1,3]-Isomers

M. Lurdes S. Cristiano; Amadeu F. Brigas; Robert A. W. Johnstone; Rui M. S. Loureiro; Paula C. A. Pena

doi:10.1039/A906750G

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Thermal Rearrangement of 3-Allyloxy-1,2-benzisothiazole 1,1-Dioxides: an Unusual Inversion of Products of Sigmatropic [3,3]-Shift to Give the [1,3]-Isomers

M. Lurdes S. Cristiano, Amadeu F. Brigas, Robert A. W. Johnstone, Rui M. S. Loureiro and Paula C. A. Pena

Abstract

3-Allyloxy-1,2-benzisothiazole 1,1-dioxides 4 isomerize thermally to give [3,3]- and [1,3]-products 5, 6 of sigmatropic shift, of which the former reacts further to give solely the [1,3]-isomer.

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DOI: https://doi.org/10.1039/A906750G
Article type: Paper

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J. Chem. Res. (S), 1999, 704-705

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Thermal Rearrangement of 3-Allyloxy-1,2-benzisothiazole 1,1-Dioxides: an Unusual Inversion of Products of Sigmatropic [3,3]-Shift to Give the [1,3]-Isomers

M. Lurdes S. Cristiano, A. F. Brigas, R. A. W. Johnstone, R. M. S. Loureiro and P. C. A. Pena, J. Chem. Res. (S), 1999, 704 DOI: 10.1039/A906750G

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Journal of Chemical Research, Synopses

Thermal Rearrangement of 3-Allyloxy-1,2-benzisothiazole 1,1-Dioxides: an Unusual Inversion of Products of Sigmatropic [3,3]-Shift to Give the [1,3]-Isomers

Abstract

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Thermal Rearrangement of 3-Allyloxy-1,2-benzisothiazole 1,1-Dioxides: an Unusual Inversion of Products of Sigmatropic [3,3]-Shift to Give the [1,3]-Isomers

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