Issue 10, 1995

Ring expansion or spirocyclisation of (phenylthiomethylene)cycloalkanes with aluminium chloride viaβ-thio carbocations

Abstract

The title reactions can be explained by Wagner–Meerwein rearrangement of α-thio carbocations (thionium ions) to β-thio carbocations; this unusual reactivity may be due to superelectrophilic activation by aluminium chloride.

Article information

Article type
Paper

J. Chem. Soc., Chem. Commun., 1995, 993-994

Ring expansion or spirocyclisation of (phenylthiomethylene)cycloalkanes with aluminium chloride viaβ-thio carbocations

D. Derouane, J. N. Harvey and H. G. Viehe, J. Chem. Soc., Chem. Commun., 1995, 993 DOI: 10.1039/C39950000993

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