Journal
ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 15, Issue 34, Pages 7181-7189Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c7ob01596h
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Funding
- Zhejiang Normal University
- National Natural Science Foundation of China [21502171]
- State Key Laboratory of Fine Chemicals [KF 1512]
- Natural Science Foundation of Zhejiang Province [LY16B020002]
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Reactions between arynes and alkyl sulfides have been extensively studied over the past few decades. These reactions commonly end with a dealkylation process and thus deliver thioethers as final products. In contrast, the transformation described furnishes valuable triarylsulfonium salts, in lieu of thioethers, from arynes and diarylsulfides. The reaction features mild conditions and a broad substrate scope. A suite of functional groups such as ketones, esters, nitriles, aryl ethers and aryl halides is tolerated, which can be issues faced by traditional synthetic methods. The practicality of the reaction and its extension to the synthesis of triphenyl selenonium salt are also exhibited herein.
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