Scope of the Suzuki-Miyaura aminoethylation reaction using organotrifluoroborates.
Potassium beta-aminoethyltrifluoroborates were prepared in good yields via hydroboration of the corresponding enecarbamates using the Snieckus hydroborating reagent. A wide variety of phenethylamines containing a potentially free primary amine after appropriate deprotection have been successfully prepared in good yield using these organotrifluoroborates as partners in Suzuki-Miyaura coupling with aryl bromides, iodides, and triflates.
Molander
Gary A
GA
Roy and Diana Vagelos Laboratories, Department of Chemistry, University of Pennsylvania, Philadelphia, Pennsylvania 19104-6323, USA. gmolandr@sas.upenn.edu
Jean-Gérard
Ludivine
L
D001881:Borates / Q000138:chemical synthesis / Q000737:chemistry*; D001896:Boron Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D005461:Fluorine / Q000737:chemistry*; D015394:Molecular Structure; D010627:Phenethylamines / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
D001881:Borates; D001896:Boron Compounds; D010627:Phenethylamines; D005461:Fluorine