Interception of benzyne with thioethers: a facile access to sulfur ylides under mild conditions

January 1, 2014RSC Advances

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Key Points

To establish a mild and efficient synthetic route to sulfur ylides through the chemical interception of benzyne with thioethers.
Initiated the generation of reactive benzyne intermediates using a fluoride anion under mild reaction conditions.
Employed thioethers to conduct two successive trapping reactions with the generated benzyne species.
Achieved successful interception of transient, high-energy benzyne intermediates with thioethers.
Facilitated two successive trapping reactions that readily furnish sulfur ylides under mild conditions.

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Experimental study demonstrates sulfur ylide generation via benzyne interception with thioethers, highlighting mild reaction conditions.

A fluoride anion kicks off the generation of a high energetic species benzyne, which enables two successive trapping reactions.

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Xu et al. (2014) studied this question.

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