144067-38-9Relevant articles and documents
Nickel- and Palladium-Catalyzed Cross-Coupling Reactions of Organostibines with Organoboronic Acids
Zhang, Dejiang,Le, Liyuan,Qiu, Renhua,Wong, Wai-Yeung,Kambe, Nobuaki
supporting information, p. 3104 - 3114 (2020/12/11)
A strategy for the formation of antimony-carbon bond was developed by nickel-catalyzed cross-coupling of halostibines. This method has been applied to the synthesis of various triaryl- and diarylalkylstibines from the corresponding cyclic and acyclic halostibines. This protocol showed a wide substrate scope (72 examples) and was compatible to a wide range of functional groups such as aldehyde, ketone, alkene, alkyne, haloarenes (F, Cl, Br, I), and heteroarenes. A successful synthesis of arylated stibine 3 a in a scale of 34.77 g demonstrates high synthetic potential of this transformation. The formed stibines (R3Sb) were then used for the palladium-catalyzed carbon–carbon bond forming reaction with aryl boronic acids [R?B(OH)2], giving biaryls with high selectivity, even the structures of two organomoieties (R and R′) are very similar. Plausible catalytic pathways were proposed based on control experiments.
Palladium-Catalyzed Cross-Coupling Reactions of Vinyl and Aryl Triflates with Tetraarylborates
Ciattini, Pier Giuseppe,Morera, Enrico,Ortar, Giorgio
, p. 4815 - 4818 (2007/10/02)
Sodium tetraarylborates 2 have been found to couple efficiently with vinyl and aryl triflates 1 in the presence of a palladium(0) catalyst to afford arylalkenes and biaryls 3 in good yields and under mild conditions.