N-Arylation of primary and tertiary sulfonimidamides (SIAs) with benzyne precursors under transition metal-free conditions

Abstract

Herein, we report an effective and efficient transition metal-free method wherein benzyne intermediates from silyl aryl triflates were successfully coupled with primary sulfonimidamides. The use of CsF in ACN proved to be the optimal condition for the N-arylation of various substituted primary sulfonimidamides, resulting in good to excellent yields. Further, the addition of 18-crown-6 to the present method extended the scope to tertiary sulfonimidamides, which were obtained in moderate to low yields.