13314-91-5Relevant articles and documents
The rhodium catalyzed three-component reaction of diazoacetates, titanium(IV) alkoxides and aldehydes
Lu, Chong-Dao,Liu, Hui,Chen, Zhi-Yong,Hu, Wen-Hao,Mi, Ai-Qiao
, p. 2624 - 2626 (2005)
The rhodium(n)-catalyzed three-component reaction of diazoacetates, titanium alkoxides and aldehydes is shown to give α-alkoxyl-β- hydroxyl acid derivatives; the novel C-C bond formation reaction is proposed to occur through oxonium ylides derived from diazo compounds and titanium alkoxides, and followed by intermolecular trapping by aldehydes. The Royal Society of Chemistry 2005.
Reductive homo-coupling of methyl 2-Br-2-Cl-carboxylates promoted by CuBr-Fe0
Benincasa, Marta,Forti, Luca,Ghelfi, Franco,Pagnoni, Ugo M.
, p. 1103 - 1106 (1995)
Dimethyl 2,3-dialkyl-2,3-dichloro-butanedioates are efficiently prepared in dimethylformamide or dimethylsulphoxide, through reductive homo-coupling of methyl 2-bromo-2-chlorocarboxylates promoted by CuBr-Fe0.
Selective Vinylogous Reactivity of Carbene Intermediate in Gold-Catalyzed Alkyne Carbocyclization: Synthesis of Indenols
Zhang, Cheng,Li, Hongli,Pei, Chao,Qiu, Lihua,Hu, Wenhao,Bao, Xiaoguang,Xu, Xinfang
, p. 2440 - 2447 (2019)
A gold-catalyzed carbocyclization of alkynes with a pendant diazo group that is completed by reaction with a protic nucleophile for the synthesis of indenol derivatives with a tertiary center is described. Mechanistic studies and DFT calculations indicate
Copper-Catalyzed 1,1-Boroalkylation of Terminal Alkynes: Access to Alkenylboronates via a Three-Component Reaction
Li, Ziyong,Sun, Jiangtao
, p. 3706 - 3711 (2021)
A copper-catalyzed three-component reaction of terminal alkynes, diazo compounds, and B2pin2 to prepare trisubstituted alkenylboronates has been developed. This difunctionalization of alkynes selectively occurs at the terminal carbon atom and proceeds via
Copper on charcoal: Cu0nanoparticle catalysed aerobic oxidation of α-diazo esters
Chu, Changhu,Dong, Wenwen,Lin, Jia,Teng, Jiangge,Wang, Zhiwei,Zhao, Rong
, p. 6120 - 6126 (2021/07/21)
By using a charcoal supported nano Cu0catalyst (Cu/C), a highly efficient oxidation of α-diazo esters to α-ketoesters with molecular oxygen as the sole oxidant has been developed. In the presence of the Cu/C catalyst, 2-aryl-α-diazo esters with both electron-donating and electron-withdrawing groups can be oxidized to the corresponding α-ketoesters efficiently. Furthermore, this Cu/C catalyst can catalyse the reaction of aryl α-diazo ester with water to form aryl ketoester, 2-aryl-2-hydroxyl acetate ester and 2-aryl acetate ester. In this case, water is split by α-diazo ester, and the diazo group is displaced by the oxygen or hydrogen atom in water. Mechanistic investigation showed that the reaction of α-diazo ester with oxygen proceeds through a radical pathway. In the presence of 2,2,6,6-tetramethyl piperidine nitrogen oxide, the reaction of α-diazo ester with oxygen is dramatically inhibited. Furthermore, the reaction of α-diazo ester with water is investigated by an isotopic tracer method, and GCMS detection showed that a disproportionation reaction occurred between α-diazo ester and water.
