Xiaojun Han
Jan 13, 2010
Citations
0
Influential Citations
25
Citations
Journal
Tetrahedron Letters
Abstract
Abstract N -(3-Pyridinyl)-substituted secondary and tertiary sulfonamides have been synthesized in good to excellent yields by the reaction of 3-bromopyridine with primary and secondary alkyl and aryl sulfonamides (MeSO 2 NH 2 , MeSO 2 NHMe, TolSO 2 NH 2 , TolSO 2 NHMe, 1,3-propanesultam, and 1,4-butanesultam), catalyzed by CuI (20 mol %) and 1,3-di(pyridin-2-yl)propane-1,3-dione (20 mol %) with K 2 CO 3 (200 mol %) in DMF (0.17 M for ArBr) at 110–120 °C over 36–40 h. 2-Bromopyridine, 4-bromopyridine, and a wide variety of substituted phenyl bromides can also be successfully coupled with sulfonamides under these reaction conditions.