37552-84-4Relevant academic research and scientific papers
Cross-Coupling of Aryl Trifluoromethyl Sulfones with Arylboronates by Cooperative Palladium/Rhodium Catalysis
Fukuda, Jun-Ichi,Nogi, Keisuke,Yorimitsu, Hideki
, p. 8987 - 8991 (2019)
The Suzuki-Miyaura arylation of aryl trifluoromethyl sulfones via C-SO2 bond cleavage has been developed by means of cooperative palladium/rhodium catalysis. A series of aryl trifluoromethyl sulfones and arylboronic acid neopentylglycol esters are converted to the corresponding biaryls. Mechanistic investigations suggest that (1) the rhodium catalyst mediates the transfer of the aryl ring from arylboronate to palladium, resulting in the acceleration of the transmetalation step, and (2) the C-C bond-forming reductive elimination step is the turnover-limiting step.
Pd-catalyzed synthesis of aryl and heteroaryl triflones from reactions of sodium triflinate with aryl (heteroaryl) triflates
Smyth, Lynette A.,Phillips, Eric M.,Chan, Vincent S.,Napolitano, José G.,Henry, Rodger,Shekhar, Shashank
, p. 1285 - 1294 (2016/02/19)
A novel method for Pd-catalyzed triflination of aryl and heteroaryl triflates using NaSO2CF3 as the nucleophile is described. The combination of Pd2(dba)3 and RockPhos formed the most effective catalyst. A broad range of functional groups and heteroaromatic compounds were tolerated under the neutral reaction conditions. The order of reactivity ArOTf ≥ ArCl ≥ ArBr is consistent with transmetalation being a slow step of the reaction.
