TBAF-assisted copper-catalyzed N-arylation and benzylation of benzazoles with aryl and benzyl halides under the ligand/base/ solvent-free conditions.
TBAF-assisted N-arylation and benzylation of benzazoles such as 1H-benzimidazole, 1H-indole, and 1H-benzotriazole with aryl and benzyl halides have been demonstrated under the ligand/base/solvent-free conditions. In the presence of CuBr2 and TBAF (n-Bu4NF), the azoles underwent N-arylation and benzylation with aryl and benzyl halides smoothly in moderate to good yields. It is noteworthy that the reaction is conducted under the ligand/base/solvent-free conditions.
Lee
Hyung-Geun
HG
Department of Chemistry & Environmental Biotechnology National Core Research Center, Research Institute of Natural Sciences, Graduate School for Molecular Materials and Nanochemistry, Gyeongsang National University, Jinju 660-701, Korea.
Won
Ju-Eun
JE
Kim
Min-Jung
MJ
Park
Song-Eun
SE
Jung
Kwang-Ju
KJ
Kim
Bo Ram
BR
Lee
Sang-Gyeong
SG
Yoon
Yong-Jin
YJ
D001562:Benzimidazoles / Q000737:chemistry*; D002384:Catalysis; D003300:Copper / Q000737:chemistry*; D006846:Hydrocarbons, Halogenated / Q000737:chemistry*; D007211:Indoles / Q000737:chemistry*; D015394:Molecular Structure; D000644:Quaternary Ammonium Compounds / Q000737:chemistry*; D013237:Stereoisomerism; D014230:Triazoles / Q000737:chemistry*
D001562:Benzimidazoles; D006846:Hydrocarbons, Halogenated; D007211:Indoles; D000644:Quaternary Ammonium Compounds; D014230:Triazoles; D003300:Copper; C012771:benzotriazole; C009405:tetrabutylammonium; C031000:benzimidazole