Heterocycle synthesis via direct C-H/N-H coupling.
A method for five- and six-membered heterocycle formation by palladium-catalyzed C-H/N-H coupling is presented. The method employs a picolinamide directing group, PhI(OAc)(2) oxidant, and toluene solvent at 80-120 °C. Cyclization is effective for sp(2) as well as aliphatic and benzylic sp(3) C-H bonds.
Department of Chemistry, University of Houston, Houston, Texas 77204-5003, USA.
Enrico T
ET
Nadres
Olafs
O
Daugulis
D002244:Carbon / Q000737:chemistry*; D002384:Catalysis; D060326:Chemistry Techniques, Synthetic / Q000379:methods*; D006571:Heterocyclic Compounds / Q000138:chemical synthesis* / Q000737:chemistry*; D006859:Hydrogen / Q000737:chemistry*; D009584:Nitrogen / Q000737:chemistry*; D010165:Palladium / Q000737:chemistry
D006571:Heterocyclic Compounds; D010165:Palladium; D002244:Carbon; D006859:Hydrogen; D009584:Nitrogen