4.8 Article

Simple and Versatile Catalytic System for N-Alkylation of Sulfonamides with Various Alcohols

Journal

ORGANIC LETTERS
Volume 12, Issue 6, Pages 1336-1339

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol1002434

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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*IrCl2](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*lr)(2)(mu-NTs)(2)].

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