29540-84-9Relevant articles and documents
Palladium-mediated carboxylation of aryl halides (triflates) or benzyl halides using [13C]/[11C]carbon monoxide with tetrabutylammonium hydroxide or trimethylphenylammonium hydroxide
Karimi, Farhad,Langstroem, Bengt
, p. 2256 - 2259 (2002)
[Carbonyl-11C]carboxylic acids were synthesised using palladium-mediated reaction of [11C]carbon monoxide with aryl halides/triflates and benzyl halides in combination with either tetrabutylammonium hydroxide or trimethylphenylammoni
Ni-Catalyzed Cross-Electrophile Coupling of Aryl Triflates with Thiocarbonates via C-O/C-O Bond Cleavage
Zhu, Zhaodong,Gong, Yuxin,Tong, Weiqi,Xue, Weichao,Gong, Hegui
supporting information, p. 2158 - 2163 (2021/04/05)
A nickel-catalyzed reductive coupling of aryl triflates with thiocarbonates is reported here. Both electron-rich and -deficient aryl C(sp2)-O electrophiles as well as a class of O-tBu S-alkyl thiocarbonates are compatible with the optimized reaction conditions, as evidenced by 49 examples. The reaction also proceeds with good chemoselective cleavage of the C-O bond with regard to thioesters. This work broadens the scope of nickel-catalyzed reductive cross-electrophile coupling reactions.
Bismuth-Catalyzed Oxidative Coupling of Arylboronic Acids with Triflate and Nonaflate Salts
Cornella, Josep,Peciukenas, Vytautas,Planas, Oriol
supporting information, p. 11382 - 11387 (2020/07/14)
Herein we present a Bi-catalyzed cross-coupling of arylboronic acids with perfluoroalkyl sulfonate salts based on a Bi(III)/Bi(V) redox cycle. An electron-deficient sulfone ligand proved to be key for the successful implementation of this protocol, which allows the unusual construction of C(sp2)-O bonds using commercially available NaOTf and KONf as coupling partners. Preliminary mechanistic studies as well as theoretical investigations reveal the intermediacy of a highly electrophilic Bi(V) species, which rapidly eliminates phenyl triflate.