First hypervalent iodine(III)-catalyzed C-N bond forming reaction: catalytic spirocyclization of amides to N-fused spirolactams.
A protic solvent, 2,2,2-trifluoroethanol (CF(3)CH(2)OH), was successfully introduced into hypervalent iodine(III)-involved catalytic cycles as an effective solvent, and the first iodoarene-catalyzed intramolecular carbon-nitrogen bond forming reaction was achieved under strong acid-free and mild conditions.
Dohi
Toshifumi
T
Graduate School of Pharmaceutical Sciences, Osaka University, 1-6 Yamada-oka, Suita, Osaka, 565-0871, Japan.
Maruyama
Akinobu
A
Minamitsuji
Yutaka
Y
Takenaga
Naoko
N
Kita
Yasuyuki
Y
D000577:Amides / Q000737:chemistry*; D002244:Carbon / Q000737:chemistry*; D002384:Catalysis; D003500:Cyclization; D007455:Iodine / Q000737:chemistry*; D007769:Lactams / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D009584:Nitrogen / Q000737:chemistry*
D000577:Amides; D007769:Lactams; D002244:Carbon; D007455:Iodine; D009584:Nitrogen