925459-28-5Relevant academic research and scientific papers
Benzenesulfonyl Chlorides: Alternative Coupling Partners for Regiocontrolled Palladium-Catalyzed Direct Desulfitative 5-Arylation of Furans
Beladhria, Anissa,Yuan, Kedong,Ben Ammar, Hamed,Soulé, Jean-Francois,Ben Salem, Ridha,Doucet, Henri
, p. 2515 - 2523 (2014)
The reactivity of furan derivatives in palladium-catalyzed desulfitative arylation was studied. Alkyl-substituted furan derivatives were successfully coupled with a variety of benzenesulfonyl chlorides using a phosphine-free catalyst; regioselective arylation at C5 of the furan was observed in all cases. This reaction tolerates a wide variety of substituents on the benzenesulfonyl derivative. It should be noted that even bromo- and iodobenzenesulfonyl chlorides were successfully coupled with furan derivatives without cleavage of the C-Br or C-I bonds, thus allowing further transformations. The use of these reactants demonstrates the potential of benzenesulfonyl chlorides as coupling partners to access to functionalized 5-arylfurans.
Benzenesulfonyl chlorides: Alternative coupling partners for regiocontrolled palladium-catalyzed direct desulfitative 5-arylation of furans
Beladhria, Anissa,Yuan, Kedong,Ben Ammar, Hamed,Soulé, Jean-Francois,Ben Salem, Ridha,Doucet, Henri
, p. 2515 - 2523 (2014/11/12)
The reactivity of furan derivatives in palladium-catalyzed desulfitative arylation was studied. Alkyl-substituted furan derivatives were successfully coupled with a variety of benzenesulfonyl chlorides using a phosphine-free catalyst; regioselective arylation at C5 of the furan was observed in all cases. This reaction tolerates a wide variety of substituents on the benzenesulfonyl derivative. It should be noted that even bromo- and iodobenzenesulfonyl chlorides were successfully coupled with furan derivatives without cleavage of the C-Br or C-I bonds, thus allowing further transformations. The use of these reactants demonstrates the potential of benzenesulfonyl chlorides as coupling partners to access to functionalized 5-arylfurans.
Low catalyst loading ligand-free palladium-catalyzed direct arylation of furans: An economically and environmentally attractive access to 5-arylfurans
Dong, Jia Jia,Roger, Julien,Pogan, Franc,Doucet, Henri
experimental part, p. 1832 - 1846 (2011/03/18)
The direct 5-arylation of furans at very low catalyst loading using Pd(OAc)2 as catalyst without added ligand proceed in high yields. Turnover numbers up to 10000 have been obtained for the coupling of several activated aryl bromides. A wide ra
