1484-39-5Relevant articles and documents
RUTHENIUM-CATALYSED REARRANGENMENTS OF AZOBENZENES II. THE PREPARATION OF 1-PHENYLBENZINIDAZOLES FROM AZOBENZENE DERIVATIVES AND PRIMARY ALCOHOLS CATALYSED BY RUTHENIUM COMPLEXES
Spencer, Alwyn
, p. 79 - 90 (1985)
RuCl3*3H2O in presence of PPh3 and a catalytic amount of a base and under an atmosphere of carbon monoxide catalyses the reaction of azobenzene derivatives and primary alcohols or their esters to give 2-substituted 1-phenylimidazoles.Substituents in the azobenzene derivatives have a marked effect on the product yields.Where isomer formation can occur, all possible isomers of the product are usually formed.In non-symmetrically substituted azobenzene derivatives, ortho-metallation occurs preferentially in the aromatic ring having the highest electron density.
Divergent strategy for the chemoselective synthesis of N-Arylbenzimidazoles and N-Arylindazoles from arylamino oximes
Li, Zhen-Hua,Sun, Xiao-Meng,Qin, Jin-Jing,Tan, Zhi-Yong,Wang, Wen-Biao,Ma, Yao
, (2020/01/28)
An efficient and divergent synthesis of N-arylbenzimidazoles and N-arylindazoles from arylamino oximes based on reaction conditions selection was developed. The synthesis was approached by treating oximes with BTC and the chemoselectivity was regulated by the amount of Et3N. This switchable N–N and N–C bond formation process features mild reaction conditions, simple execution, high chemoselectivity and broad substrate scope.
α-d-Galacturonic Acid as Natural Ligand for Selective Copper-Catalyzed N-Arylation of N-Containing Heterocycles
Yuan, Chunling,Zhao, Yingdai,Zheng, Li
, p. 2173 - 2180 (2019/11/25)
The first application of α-d-galacturonic acid hydrate (GalA) is reported here, as a potential O-donor ligand. The C-N couplings of N-heterocycles with aryl halides or arylboronic acids could be readily conducted and exhibited good functional group tolerance with characters of selectivity. These N-Arylazoles allow rapid access to several pharmaceutical intermediates and can be easily transformed into a variety of other interesting scaffolds as well.