10131-05-2Relevant academic research and scientific papers
Cross-Coupling of α-Carbonyl Sulfoxonium Ylides with C?H Bonds
Barday, Manuel,Janot, Christopher,Halcovitch, Nathan R.,Muir, James,A?ssa, Christophe
, p. 13117 - 13121 (2017)
The functionalization of carbon–hydrogen bonds in non-nucleophilic substrates using α-carbonyl sulfoxonium ylides has not been so far investigated, despite the potential safety advantages that such reagents would provide over either diazo compounds or their in situ precursors. Described herein are the cross-coupling reactions of sulfoxonium ylides with C(sp2)?H bonds of arenes and heteroarenes in the presence of a rhodium catalyst. The reaction proceeds by a succession of C?H activation, migratory insertion of the ylide into the carbon–metal bond, and protodemetalation, the last step being turnover-limiting. The method is applied to the synthesis of benz[c]acridines when allied to an iridium-catalyzed dehydrative cyclization.
Ruthenium(II)-Catalyzed C-H Acylmethylation between (Hetero)arenes and α-Cl Ketones/Sulfoxonium Ylides
Li, Huihui,Wu, Chenglin,Liu, Hong,Wang, Jiang
, p. 13262 - 13275 (2019)
The first ruthenium(II)-catalyzed (hetero)arene C-H activation coupling with α-Cl ketones/sulfoxonium ylides to efficiently generate acylmethylated (hetero)arenes has been described. Compared with the previous studies, this transformation constitutes the first coupling of α-Cl ketones with arenes under low-cost Ru(II) complex catalysis. Meanwhile, sulfoxonium ylides functioning as the surrogates of α-Cl ketones were also used to facilitate acylmethylation of (hetero)arenes. This strategy features high efficiency, wide substrate tolerance, easily accessible starting materials, and mild reaction conditions.
