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Convenient method to obtain homoallylic thioethers from aromatic dithioacetal derivatives

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A new, convenient, and efficient method for the synthesis of homoallylic aromatic thioethers was developed. The present method consists of the formation of arylthionium intermediates from aromatic dithioacetals, which are… Click to show full abstract

A new, convenient, and efficient method for the synthesis of homoallylic aromatic thioethers was developed. The present method consists of the formation of arylthionium intermediates from aromatic dithioacetals, which are trapped by a π-nucleophile. Screening of diverse aromatic substrates, selected Lewis acids, and allylstannane and allylsilane were evaluated. The method was found suitable for the preparation of homoallylic aryl thioethers bearing electron donating o- and p-groups only, as substrates with electron withdrawing groups were found unreactive to this system.

Keywords: method obtain; thioethers aromatic; method; obtain homoallylic; convenient method; homoallylic thioethers

Journal Title: Chemical Papers
Year Published: 2019

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