Cerium catalyst promoted C-S cross-coupling: Synthesis of thioethers, dapsone and RN-18 precursors
In this work, we present a novel, efficient and green methodology for the synthesis of thioethers by the C-S cross-coupling reaction with the assistance of [Ce(l-Pro)2]2Ox as a heterogeneous catalyst in good to excellent yields. A scale-up of the protocol was explored using an unpublished methodology for the synthesis of a dapsone-precursor, which proved to be very effective over a short time. The catalyst [Ce(l-Pro)2]2Ox was recovered and it was shown to be effective for five more reaction cycles.
Tavares Junior, José M. Da C.,Da Silva, Caren D. G.,Dos Santos, Beatriz F.,Souza, Nicole S.,De Oliveira, Aline R.,Kupfer, Vicente L.,Rinaldi, Andrelson W.,Domingues, Nelson L. C.
supporting information
p. 10103 - 10108
(2019/12/23)
Efficient ligand-free nickel-catalyzed C-S cross-coupling of thiols with aryl iodides
NiCl2·6H2O efficiently catalyzes the C-S bond formation by the cross-coupling of aryl iodides with thiols in tetrabutylammonium bromide (TBAB) in excellent yield. The reaction functions in air and the NiLn-TBAB can be recovered and recycled without the loss of activity.
Copper-catalyzed Ullmann coupling under ligand- and additive-free conditions. Part 2: S-Arylation of thiols with aryl iodides
S-Arylation of a wide variety of substituted aryl and aliphatic thiols with aryl halides catalyzed by copper iodide under mild ligand- and additive-free conditions (nBu4NBr, PhMe, NaOH, reflux, 22 h) is accomplished in good to excellent product yields (up to 96%).
Buranaprasertsuk, Pongchart,Chang, Joyce Wei Wei,Chavasiri, Warinthorn,Chan, Philip Wai Hong
p. 2023 - 2025
(2008/09/19)
Arene sulfenylation by arenesulfenamides and arenesulfenylacetates
Two systems for arene sulfenylation were investigated: arenesulfenamides in the presence of SO3 and sulfenylacetate complexes with AlBr3.A preference for the second reagent was demonstrated for sulfenylation of substrates bearing donor substituents. - Key words: arenesulfenamides; arenesulfenylacetates; diarenesulfides.
Zefirov, N. S.,Zyk, N. V.,Beloglazkina, E. K.,Tyurin, V. S.
p. 315 - 317
(2007/10/02)
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