Facile N-arylation of amines and sulfonamides and o-arylation of phenols and arenecarboxylic acids.
An efficient, transition-metal-free procedure for the N-arylation of amines, sulfonamides, and carbamates and O-arylation of phenols and carboxylic acids has been achieved by allowing these substrates to react with a variety of o-silylaryl triflates in the presence of CsF. Good to excellent yields of arylated products are obtained under very mild reaction conditions. This chemistry readily tolerates a variety of functional groups.
Liu
Zhijian
Z
Department of Chemistry, Iowa State University, Ames, Iowa 50011, USA.
Larock
Richard C
RC
D000478:Alkylation; D000588:Amines / Q000737:chemistry*; D002219:Carbamates / Q000737:chemistry; D002264:Carboxylic Acids / Q000737:chemistry*; D005663:Furans / Q000138:chemical synthesis / Q000737:chemistry*; D015394:Molecular Structure; D010636:Phenols / Q000737:chemistry*; D013449:Sulfonamides / Q000737:chemistry*
D000588:Amines; D002219:Carbamates; D002264:Carboxylic Acids; D005663:Furans; D010636:Phenols; D013449:Sulfonamides