Simple and versatile catalytic system for N-alkylation of sulfonamides with various alcohols.
A simple and versatile catalytic system for N-alkylation of sulfonamides with various alcohols based on a catalytic hydrogen transfer reaction has been developed under a low catalyst loading of [Cp*IrCl(2)](2) (0.050-1.5 mol %) in the presence of t-BuOK. A variety of N-alkylated sulfonamides were prepared in good to excellent yields. Mechanistic investigations revealed that the key catalytic species in the present system is a sulfonylimido-bridged unsaturated diiridium complex [(Cp*Ir)(2)(mu-NTs)(2)].
Zhu
Mingwen
M
Graduate School of Human and Environmental Studies, Kyoto University, Sakyo-ku, Kyoto 606-8501, Japan.
Fujita
Ken-ichi
K
Yamaguchi
Ryohei
R
D000438:Alcohols / Q000737:chemistry*; D000478:Alkylation; D002384:Catalysis; D003500:Cyclization; D007495:Iridium / Q000737:chemistry*; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000737:chemistry*; D013237:Stereoisomerism; D013449:Sulfonamides / Q000138:chemical synthesis* / Q000737:chemistry
D000438:Alcohols; D009942:Organometallic Compounds; D013449:Sulfonamides; D007495:Iridium