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Tandem Cross-Coupling of Alkynyl Sulfides and Alkynyl Sulfoxides/[3,3]-Sulfonium Rearrangement to Construct Tetrasubstituted Furans.

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In the presence of boron trifluoride, a variety of alkynyl sulfides and alkynyl sulfoxides undergo tandem cross-coupling/[3,3]-sulfonium rearrangement followed by 5-exo-dig heterocyclization. The strategy provides concise access to novel tetrasubstituted… Click to show full abstract

In the presence of boron trifluoride, a variety of alkynyl sulfides and alkynyl sulfoxides undergo tandem cross-coupling/[3,3]-sulfonium rearrangement followed by 5-exo-dig heterocyclization. The strategy provides concise access to novel tetrasubstituted furans in good to high yields with 100% atom-economy efficiency. Further derivatization of the resultant furans was feasible by utilizing the incorporated alkylthio groups.

Keywords: cross coupling; alkynyl sulfoxides; alkynyl sulfides; sulfides alkynyl; tandem cross; sulfonium rearrangement

Journal Title: Organic letters
Year Published: 2022

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