DOI: 10.1002/ajoc.202400673 ISSN: 2193-5807

Deacylation of N‐Acylsulfonamides Mediated by Metal Triflimides

Juan Tian, Shimin Yang, Ying Peng, Mengyun Chen, Xin Chen, Xinyi Wang, Dayong Sang

N‐Acylsulfonamides play a significant role in organic and medicinal chemistry. The N‐deacylation of N‐acylsulfonamides is an important transformation that releases the sulfonamide structural motif. Herein, a metal triflimide‐catalyzed nonhydrolytic method for the deacylation of N‐acylsulfonamides is presented. Commercially available metal triflimides reactive for the N‐deacylation include Cu(NTf2)2, Zn(NTf2)2, Mg(NTf2)2, Ce(NTf2)3, and La(NTf2)3. A range of N‐acyl groups, including acetyl, propionyl, butyryl, isobutyryl, octanoyl, benzoyl, 2‐phenylacetyl, and sterically hindered pivaloyl are readily deblocked efficiently. A variety of functional groups, such as halogeno, keto, nitro, cyano, ether, and carboxylate, are tolerated intact.

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