Mild Transsulfinamidation Enables Rapid Access to Sulfinamides, Sulfonamides, and Sulfonimidamides
Connell Jno Baptiste1,2, Zachary P Shultz1, Justin M Lopchuk1,2,3
1Drug Discovery Department, H. Lee Moffitt Cancer Center and Research Institute, 12902 Magnolia Drive, Tampa, Florida 33612, United States.
Abstract:
A mild and late-stage compatible transsulfinamidation of sulfinamides with diverse amine salts and (hetero)aryl amines is reported. Readily available amine salts promote the reaction under Brønsted acidic conditions without metal catalysis or preactivation, exhibiting broad compatibility with functional groups and complex pharmaceutical scaffolds. The resulting N-substituted sulfinamides represent versatile intermediates for late-stage diversification, enabling efficient synthesis of sulfonamides and sulfonimidamides and providing streamlined access to structurally diverse S(VI) motifs from readily available amines.
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