6297-12-7Relevant articles and documents
Ag-Catalyzed Insertion of Alkynyl Carbenes into C-C Bonds of β-Ketocarbonyls: A Formal C(sp2) Insertion
Ning, Yongquan,Song, Qingmin,Sivaguru, Paramasivam,Wu, Lizuo,Anderson, Edward A.,Bi, Xihe
supporting information, p. 631 - 636 (2022/01/20)
Here we report a silver-catalyzed alkynyl carbene insertion into β-ketocarbonyls using alkynyl N-nosylhydrazones as alkynyl carbene precursors, which provides access to trisubstituted allenyl ketones. This reaction represents the first example of an alkynyl carbene insertion into a C-C σ bond, affording products homologated with an sp2 carbon center. The products are useful substrates for further transformations. Experimental investigations and theoretical calculations suggest the reaction proceeds through a stepwise enol cyclopropanation/retro-aldol pathway.
A facile route to convert acetylacetone into other β-diketones with acyl chlorides promoted by samarium triiodide
Hao, Wenying,Zhang, Yongmin,Ying, Taokai,Lu, Pin
, p. 2421 - 2427 (2007/10/03)
Reaction of acetylacetone with acyl chlorides in the presence of SmI3 gave β-diketones RCOCH2COCH3 (I) or RCOCH2COR (II) in good yields under mild and neutral conditions.