Ring Expansion Or Spirocyclisation of (phenylthiomethylene)cycloalkanes With Aluminum-chloride Via Beta-thio Carbocations

Derouane, D.;Harvey, JN.;Viehe, HG.
(1995) Chemical Society. Journal. Chemical Communications — n° 10, p. 993-994 (1995)

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  • Derouane, D.
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  • Harvey, JN.
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  • Viehe, HG.
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Abstract
The title reactions can be explained by Wagner-Meerwein rearrangement of alpha-thio carbocations (thionium ions) to beta-thio carbocations; this unusual reactivity may be due to superelectrophilic activation by aluminium chloride.
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Derouane, D., Harvey, JN., & Viehe, HG. (1995). Ring Expansion Or Spirocyclisation of (phenylthiomethylene)cycloalkanes With Aluminum-chloride Via Beta-thio Carbocations. Chemical Society. Journal. Chemical Communications, 10, 993-994. https://doi.org/10.1039/c39950000993 (Original work published 1995)