The direct synthesis of terminal alkynes from widely available terminal alkenes is an unmet challenge in organic synthesis. Here, we show that alkyl and aromatic terminal alkenes can be converted to the corresponding alkynes in a one-pot process consisting of a Ru-catalyzed dehydrogenative hydrosilylation, followed by an oxidative dehydrogenative reaction of the vinyl silane intermediate, enabled by the combination of PhIO with BF3. This formal alkene dehydrogenation reaction with commercially available reagents and under mild reaction conditions gives access to terminal alkynes in a simple manner, including acetylene.
机构:
Jiangnan Univ, Sch Chem & Mat Engn, Wuxi 214122, Jiangsu Prov, Peoples R China
S China Univ Technol, Sch Chem & Chem Engn, Guangzhou 510640, Peoples R ChinaJiangnan Univ, Sch Chem & Mat Engn, Wuxi 214122, Jiangsu Prov, Peoples R China
Zhang, Min
Roisnel, Thierry
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Univ Rennes 1, CNRS, Inst Sci Chim Rennes, UMR 6226, F-35042 Rennes, FranceJiangnan Univ, Sch Chem & Mat Engn, Wuxi 214122, Jiangsu Prov, Peoples R China
Roisnel, Thierry
Dixneuf, Pierre H.
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Univ Rennes 1, CNRS, Inst Sci Chim Rennes, UMR 6226, F-35042 Rennes, FranceJiangnan Univ, Sch Chem & Mat Engn, Wuxi 214122, Jiangsu Prov, Peoples R China