Rhodium-catalyzed transannulation of 1,2,3-triazoles with nitriles.
Stable and readily available 1-sulfonyl triazoles are converted to the corresponding imidazoles in good to excellent yields via a rhodium(II)-catalyzed reaction with nitriles. Rhodium iminocarbenoids are proposed intermediates.
Horneff
Tony
T
Department of Chemistry, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, California 92037, USA.
Chuprakov
Stepan
S
Chernyak
Natalia
N
Gevorgyan
Vladimir
V
Fokin
Valery V
VV
D002384:Catalysis; D007093:Imidazoles / Q000138:chemical synthesis*; D007536:Isomerism; D009570:Nitriles / Q000737:chemistry*; D012238:Rhodium / Q000737:chemistry; D013441:Sulfinic Acids; D014230:Triazoles / Q000737:chemistry*
D007093:Imidazoles; D009570:Nitriles; D013441:Sulfinic Acids; D014230:Triazoles; D012238:Rhodium