Transition-Metal-Free N-Arylation of N-Methoxysulfonamides and N,O-Protected Hydroxylamines with Trimethoxyphenyliodonium (III) Acetates
Kotaro Kikushima*, Aki Morita, Elghareeb E. Elboray, Taeho Bae, Naoki Miyamoto, Yasuyuki Kita*, Toshifumi Dohi*
*College of Pharmaceutical Sciences, Ritsumeikan University, 1-1-1, Nojihigashi, Kusatsu Shiga
525-8577, Japan, Email: kixy
fc.ritsumei.ac.jp, kitaph.ritsumei.ac.jp,
td1203ph.ritsumei.ac.jp
K. Kikushima, A. Morita, E. E. Elboray, T. Bae, N. Miyamoto, Y. Kita, T. Dohi, Synthesis, 2022, 54, 5191-5202.
DOI: 10.1055/a-1922-8846
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Abstract
Trimethoxyphenyliodonium(III) acetate serves as an efficient arylation reagent for N,O-protected hydroxylamines, generating N-methoxysulfonylanilines derivatives in the absence of transition metal catalysts. This amination reaction is compatible with several protecting groups, including Troc, Cbz, Boc, benzyl, acetyl, and silyl groups.
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Key Words
N-arylation, iodonium salts, sulfonamides, hydroxylamines, hydroxamates
ID: J66-Y2022
