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Although bicyclo[2.1.1]hexanes (BCHs) have emerged as powerful bioisosteres of substituted benzenes, efficient methods for the synthesis of their spirocyclic variants remain limited. Herein, we disclo...

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General procedures for the rhodium-catalyzed annulation of aryl/heteroaryl O-pivaloyl hydroxamic acids and norbornadiene have been developed. Employing norbornadiene as an acetylene equivalent enables...

We describe for the first time an effective copper–iron-catalyzed cross-coupling strategy that enables the reaction for a diverse array of ortho-substituted primary (hetero)aryl and aliphatic sulfonam...

Herein, we report a practical and efficient carbon-to-nitrogen atom swap in 2-phenylimidazo[2,1-a]isoquinoline and 2-phenylimidazo[1,2-a]quinoline scaffolds, enabling their direct conversion to the corresponding 2-phenyl-[1,2,4]triazolo[5,1-a]isoquinoline and 2-phenyl-[1,2,4]triazolo[1,5-a]quinoline analogues. This transformation exploits the intrinsic reactivity of the parent heterocycles to undergo a cascade sequence involving oxidative cleavage, amination, and cyclization (OCAC) under mild conditions with functional group tolerance.

Advancements in the field of C(sp2)–C(sp3) cross-coupling using alcohols as feedstocks have resulted in widespread adoption in analogue synthesis. Using high-throughput experimentation, an in situ alc...

Sulfinamides, sulfonamides, and sulfonimidamides are valuable motifs in medicinal chemistry, yet methods to synthesize alkyl variants from simple, readily available feedstocks remain scarce. In this report, we detail the synthesis of these three distinct sulfur functional groups, using readily available and structurally diverse alkyl carboxylic acids as the starting materials. The method harnesses alkyl radical generation from carboxylic acids using commercial iron salts and visible light irradiation, in combination with commercial sulfinylamine reagents, to deliver alkyl sulfinamide products. The method is operationally simple and scalable, exhibits broad functional group tolerance, and is translatable to continuous-flow synthesis. Furthermore, it facilitates late-stage diversification of complex molecules, highlighting its potential utility in medicinal chemistry applications.

We have developed the N-heterocyclic carbene/organic photoredox-cocatalyzed acyl azolation of styrenes using acyl azoles. The cooperative action of organic photoredox catalysis and NHC catalysis enabl...