4.6 Article

Chemoselective one-pot synthesis of beta-keto sulfones from ketones

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RSC ADVANCES
卷 4, 期 10, 页码 5165-5168

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ROYAL SOC CHEMISTRY
DOI: 10.1039/c3ra45547e

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  1. University Grant Commission (UGC), New Delhi

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A practical method to synthesize substituted beta-keto sulfones directly from ketones at room temperature has been developed. This method involves the nucleophilic addition of a base generated enolate to sulfonyl iodide. The reaction shows high chemoselectivity for the addition of a sulfonyl group to an alpha-carbon over a hydroxyl group. In addition, the given protocol provides good to excellent yields of beta-keto sulfones under mild reaction conditions. Moreover, the regiochemical aspect of the protocol is also explored.

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