103384-72-1Relevant articles and documents
Nucleophile promoted gold redox catalysis with diazonium salts: C-Br, C-S and C-P bond formation through catalytic Sandmeyer coupling
Peng, Haihui,Cai, Rong,Xu, Chang,Chen, Hao,Shi, Xiaodong
, p. 6190 - 6196 (2016/09/03)
Gold-catalyzed C-heteroatom (C-X) coupling reactions are evaluated without using sacrificial oxidants. Vital to the success of this methodology is the nucleophile-assisted activation of aryldiazonium salts, which could be an effective oxidant for converting Au(i) to Au(iii) even without the addition of an assisting ligand or photocatalyst. By accelerating the reaction kinetics to outcompete C-C homo-coupling or diazonium dediazoniation, gold-catalyzed Sandmeyer reactions were achieved with different nucleophiles, forming C-Br, C-S and C-P bonds in high yields and selectivities.
Palladium-Catalyzed Phosphorylation of Aryl Mesylates and Tosylates
Fu, Wai Chung,So, Chau Ming,Kwong, Fuk Yee
supporting information, p. 5906 - 5909 (2015/12/11)
The first general palladium catalyst for the phosphorylation of aryl mesylates and tosylates is reported. The newly developed system exhibits excellent functional group compatibility. For instance, free amino, keto, ester, and amido groups, as well as het
Electrochemically Induced Aromatic Substitution. The 2-Nitropropane Anion, a Powerful Nucleophile in SRN1 Aromatic Substitution
Amatore, Christian,Gareil, Monique,Oturan, Mehmet A.,Pinson, Jean,Saveant, Jean-Michel,Thiebault, Andre
, p. 3757 - 3761 (2007/10/02)
In contrast with previous reports, the 2-nitropropane anion reacts readily with aryl radicals in the context of aromatic SRN1 processes.This is shown in the examples of 4-bromobenzophenone and iodobenzene under electrochemical stimulation.The substitution products do not, however, result from the simple addition of the 2-nitropropyl anion on the aryl radical.The ensuing anion radical is indeed unstable, cleaving off a nitrite ion and thus leading to the cumene derivative as the main substitution product.Comparison of reactivity with diethyl phosphite and thiophenoxide ions shows that the 2- nitropropane anion is a quite powerful nucleophile in aromatic SRN1 reactions.