Ferric Chloride-Mediated Transacylation of <i>N</i>-Acylsulfonamides
Dayong Sang, Bingqian Dong, Kang‐Kang Yu, Juan Tian
Abstract
Transacylation of N -acylsulfonamides, which replaces the N -acyl group with a new one, is a challenging and underdeveloped fundamental transformation. Herein, a general method for transacylation of N -acylsulfonamides is presented. The transformation is enabled by coincident catalytic reactivities of FeCl 3 for nonhydrolytic deacylation of N -acylsulfonamides and subsequent acylation of the resultant sulfonamides and can be conducted either stepwise or in a one-pot manner. GaCl 3 and RuCl 3 · x H 2 O are similarly effective for the reaction. This method is mild, efficient, and operationally simple. A variety of functional groups such as halogeno, keto, nitro, cyano, ether, and ester are well tolerated, providing the transacylation products in good to excellent yields.