39968-29-1Relevant academic research and scientific papers
Synthesis of 1-Vinyl/Arylbenzotriazole 3-Oxides through a Copper-Mediated C–N Bond Coupling Reaction
Shi, Wei-Min,Liu, Feng-Ping,Wang, Zhi-Xin,Bi, Hong-Yan,Liang, Cui,Xu, Li-Ping,Su, Gui-Fa,Mo, Dong-Liang
, p. 2741 - 2746 (2017)
An efficient synthesis of 1-vinyl/arylbenzotriazole 3-oxides via the copper-promoted coupling of N-hydroxybenzotriazoles with alkenyl- or arylboronic acids is reported. This strategy features mild reaction conditions, good functional group tolerance, broad substrate scope and rapid introduction of benzotriazole N-oxide moieties into molecules. Density functional theory calculations revealed that the formation of the favored N-coupling product depends on the kinetically more favorable C–N bond formation pathway. (Figure presented.).
Molybdenum-Catalyzed Deoxygenation of Heteroaromatic N-Oxides and Hydroxides using Pinacol as Reducing Agent
Rubio-Presa, Rubén,Fernández-Rodríguez, Manuel A.,Pedrosa, María R.,Arnáiz, Francisco J.,Sanz, Roberto
supporting information, p. 1752 - 1757 (2017/05/22)
A molybdenum-catalyzed deoxygenation of pyridine N-oxides and N-hydroxybenzotriazoles, as well as other azole N-oxides, has been developed using pinacol as an environmentally friendly oxo-acceptor. The only by-products are acetone and water making the process a convenient alternative to established protocols in terms of waste generation. The reaction is highly chemoselective and a variety of functional groups are tolerated. The processes are usually very clean allowing the isolation of the pure deoxygenated products after a simple extraction in most cases. (Figure presented.).
Synthesis of N-(2-Hydroxyaryl)benzotriazoles via Metal-Free O-Arylation and N-O Bond Cleavage
Wang, Zhi-Xin,Shi, Wei-Min,Bi, Hong-Yan,Li, Xiao-Hua,Su, Gui-Fa,Mo, Dong-Liang
, p. 8014 - 8021 (2016/09/09)
A metal-free method for synthesis of N-(2-hydroxyaryl)benzotriazoles via O-arylation of N-hydroxybenzotriazoles with readily available diaryliodonium salts and sequential N-O bond cleavage under mild conditions has been developed. The [3,3]-rearrangement of N-O bond cleavage could take place on the N instead of C atom. The reaction was compatible with diverse functional groups and a new type of P,N-ligand was synthesized in three steps.
