144067-38-9

Upstream product

• 2354-44-1 estrone trifluoroacetate 
• 15738-23-5 sodium tetrakis(4-tolyl)borate 
• 5084-80-0 tri(4-tolyl)boroxine 
• 4003-22-9 (8R,9S,13S,14S)-13-methyl-17-oxo-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-3-yl pivalate 
• 5720-05-8 4-methylphenylboronic acid 

Relevant academic research and scientific papers

Nickel- and Palladium-Catalyzed Cross-Coupling Reactions of Organostibines with Organoboronic Acids

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.

Biaryl construction via Ni-catalyzed C-O activation of phenolic carboxylates

Biaryl scaffolds were constructed via Ni-catalyzed aryl C-O activation by avoiding cleavage of the more reactive acyl C-O bond of aryl carboxylates. Now aryl esters, in general, can be successfully employed in cross-coupling reactions for the first time.

Palladium-Catalyzed Cross-Coupling Reactions of Vinyl and Aryl Triflates with Tetraarylborates

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.