1609004-20-7Relevant academic research and scientific papers
Chemoselective carbophilic addition of α-diazoesters through ligand-controlled gold catalysis
Xi, Yumeng,Su, Yijin,Dong, Boliang,McClain, Edward J.,Shi, Xiaodong,Yu, Zhaoyuan,Lan, Yu
, p. 9817 - 9821,5 (2014)
The chemoselective addition of arenes and 1,3-diketones to α-aryldiazoesters was achieved through ligand-controlled gold catalysis. Unlike a dirhodium catalyst (which promotes C sp 3-H insertion and cyclopropanation) and a copper catalyst (which catalyzes O-H and N-H insertions), the gold catalyst with an electron-deficient phosphite as the ancillary ligand exclusively gave the carbophilic addition product, thus representing a new and efficient approach to form carbophilic carbocations , which selectively react with carbon nucleophiles.
Highly site-selective direct C-H bond functionalization of phenols with α-aryl-α-diazoacetates and diazooxindoles via gold catalysis
Yu, Zhunzhun,Ma, Ben,Chen, Mingjin,Wu, Hai-Hong,Liu, Lu,Zhang, Junliang
supporting information, p. 6904 - 6907 (2014/06/09)
An unprecedented direct C-H bond functionalization of unprotected phenols with α-aryl α-diazoacetates and diazooxindoles was developed. A tris(2,4-di-tert-butylphenyl) phosphite derived gold complex promoted the highly chemoselective and site-selective C-H bond functionalization of phenols and N-acylanilines with gold-carbene generated from the decomposition of diazo compounds, furnishing the corresponding products in moderate to excellent yields at rt. The salient features of this reaction include readily available starting materials, unprecedented C-H functionalization rather than X-H insertion, good substrate scope, mild conditions, high efficiency, and ease in further transformation. To the best of our knowledge, this is the first example of C-H functionalization of unprotected phenols with diazo compounds.
