The Fragmentation of 2,3-Dihydroisothiazol-3-one 1,1-Dioxide Derivatives: A Novel Cheletropic Process
DOI:
https://doi.org/10.2533/chimia.1992.335Abstract
Adducts obtained by 1,3-dipolar cycloadditions to 2,3-dihydroisothiazol-3-one 1,1-dioxides are inclined to undergo a cheletropic process, by which the newly formed heterocyclic part undergoes aromatization, while SO2 is extruded and an isocyanate is generated. The isocyanates are stable under the conditions of their formation, and are subject to standard isocyanate reactions. The process might be employed to synthesize isocyanates and derivatives of urethanes, ureas etc., whenever the use of mild and neutral reaction conditions is dictated by the sensitivity of the intermediates and products involved.
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Published
1992-08-19
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Copyright (c) 1992 Swiss Chemical Society
This work is licensed under a Creative Commons Attribution-NonCommercial 4.0 International License.
How to Cite
[1]
K. F. Burri, Chimia 1992, 46, 335, DOI: 10.2533/chimia.1992.335.