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Oxygen Activated,Palladium Nanoparticle Catalyzed,Ultrafast Cross‐Coupling of Organolithium Reagents
《Angewandte Chemie (Weinheim an der Bergstrasse, Germany)》2017,129(12):3402-3407
The discovery of an ultrafast cross‐coupling of alkyl‐ and aryllithium reagents with a range of aryl bromides is presented. The essential role of molecular oxygen to form the active palladium catalyst was established; palladium nanoparticles that are highly active in cross‐coupling reactions with reaction times ranging from 5 s to 5 min are thus generated in situ. High selectivities were observed for a range of heterocycles and functional groups as well as for an expanded scope of organolithium reagents. The applicability of this method was showcased by the synthesis of the [11C]‐labeled PET tracer celecoxib. 相似文献
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《Angewandte Chemie (Weinheim an der Bergstrasse, Germany)》2018,130(7):1957-1961
Thionyl tetrafluoride (SOF4) is a valuable connective gas for sulfur fluoride exchange (SuFEx) click chemistry that enables multidimensional linkages to be created via sulfur–oxygen and sulfur–nitrogen bonds. Herein, we expand the available SuFEx chemistry of SOF4 to include organolithium nucleophiles, and demonstrate, for the first time, the controlled projection of sulfur–carbon links at the sulfur center of SOF4‐derived iminosulfur oxydifluorides (R1−N=SOF2). This method provides rapid and modular access to sulfonimidoyl fluorides (R1−N=SOFR2), another array of versatile SuFEx connectors with readily tunable reactivity of the S−F handle. Divergent connections derived from these valuable sulfonimidoyl fluoride units are also demonstrated, including the synthesis of sulfoximines, sulfonimidamides, and sulfonimidates. 相似文献
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