Bifunctional Sulfonamide as Hydrogen Bonding Catalyst in Catalytic Asymmetric Reactions: Concept and Application in the Past Decade

Abstract

Since the first report of bifunctional sulfonamide organocatalysts in 2004, these chiral compounds have proven to be a reliable hydrogen-bonding catalyst and have been wildly employed in asymmetric organocatalysis due to its strong acidity and self-aggregation-free property. Herein, we review the application of bifunctional sulfonamide as hydrogenbonding catalyst after 2011, and our highlights will cover asymmetric process including aldol reaction, Michael addition, Mannich reaction, desymmetrization and cyclization.

Photocatalytic Synthesis and Functionalization of Sulfones, Sulfonamides and Sulfoximines

“…A photoorganocatalytic approach might represent a viable strategy. [90,91] Altogether, we hope that this Perspective will serve to inspire further explorations in this exciting research area and will give new prospects on possible future developments to overcome the current synthetic challenges in sustainable organic synthesis of S-containing molecules.…”

“…In addition, given the ability of sulfones, sulfonamides, and sulfoximines to interact by hydrogen‐bonding or coordinating metals, it is surprising the lack of enantioselective transformations involving these functional groups (Figure 27, right). A photoorganocatalytic approach might represent a viable strategy [90,91] …”

Design, synthesis and application of a magnetic H-bond catalyst in the preparation of new nicotinonitriles via cooperative vinylogous anomeric-based oxidation

“…These bonds can significantly affect the physical and chemical properties of molecules and play an important role in various biological and chemical processes. 17 While hydrogen bonding occurs naturally between certain molecules, catalysts can speed up the formation or strengthening of these bonds. Catalysts work by providing an environment or specific functional groups that promote hydrogen bond formation.…”