Synthesis of <i>N</i>-arylsulfonamides via Chan-Lam Coupling Between Aryl Boronic Acids and <i>N</i>-[(sulfonyl)imino]phenyliodinanes
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Date
2021
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Abstract
We synthesized a library of 32 sulfonamides via CuBr2 catalyzed Chan-Lam C-N coupling, reaching excellent yields (until 81 %) under ligand-base-free, mild conditions, and short reaction times. A new non-toxic, versatile and easy to prepare starting materials, N-[(Sulfonyl)imino]phenyliodinanes were first time proposed as the nitrogen source in this synthetic tool. Finally, the sulfonamides were used as valuable building blocks in the synthesis of mono-alkyl anilines through their alkylation and Fukuyama deprotection steps.
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Keywords
Chan-Lam C-N coupling, Iodinanes, N-aryl sulfonamides, monoalkyl anilines