1301144-85-3Relevant academic research and scientific papers
Copper-Catalyzed Intramolecular Oxidative Amination of Unactivated Internal Alkenes
Xiong, Peng,Xu, Fan,Qian, Xiang-Yang,Yohannes, Yared,Song, Jinshuai,Lu, Xin,Xu, Hai-Chao
, p. 4379 - 4383 (2016)
A copper-catalyzed oxidative amination of unactivated internal alkenes has been developed. The Wacker-type oxidative alkene amination reaction is traditionally catalyzed by a palladium through a mechanism involving aminopalladation and β-hydride elimination. Replacing the precious and scarce palladium with a cheap and abundant copper for this transformation has been challenging because of the difficulty associated with the aminocupration of internal alkenes. The combination of a simple copper salt, without additional ligand, as the catalyst and Dess-Martin periodinane as the oxidant, promotes efficiently the oxidative amination of allylic carbamates and ureas bearing di- and trisubstituted alkenes leading to oxazolidinones and imidazolidinones. Preliminary mechanistic studies suggested a hybrid radical-organometallic mechanism involving an amidyl radical cyclization to form the key C-N bond.
Potassium hydroxide/dimethyl sulfoxide promoted intramolecular cyclization for the synthesis of benzimidazol-2-ones
Beyer, Astrid,Reucher, Christine M. M.,Bolm, Carsten
supporting information; experimental part, p. 2876 - 2879 (2011/07/07)
A new protocol for intramolecular N-arylations of ureas to form benzimidazol-2-ones has been developed. The cyclization reaction occurs in the presence of KOH and DMSO at close to ambient temperature. Under these conditions the yields are high and a wide
