Ring Enlargement of Dichloromethylcyclohexadienones via Polystyrene-Supported Organotin Hydride

Abstract
The ring-enlargement of dichloromethylcyclohexadienonederivatives to tropone nuclei via organotin hydrides has been expanded and improved. It can be performed without contamination of the product with toxic tin by-products. The employed polymer-supported organotin hydride and its consecutive products can easily be separated from reaction mixtures by simple filtration. Examples of methyl- and benzotropones are given. The yield of the synthesis via polystyrene-supported organotin hydrides has been compared with those of the formation via tri-n-butyltin hydride (TBTH).

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