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Data-Driven Workflow for the Development and Discovery of N -Oxyl Hydrogen Atom Transfer Catalysts

https://doi.org/10.1021/acscentsci.4c01919

Yang, Cheng; Wild, Thérèse; Rakova, Yulia; Maldonado, Stephen; Sigman, Matthew_S; Stephenson, Corey_R_J (March 2025, ACS Central Science)
Ni-Catalyzed Enantioselective Desymmetrization: Development of Divergent Acyl and Decarbonylative Cross-Coupling Reactions

https://doi.org/10.1021/jacs.4c14767

Hernández-Mejías, Ángel_D; Shimozono, Alexander_M; Hazra, Avijit; Richter, Sven; Tong, Zhengjia; Langille, Neil_F; Quasdorf, Kyle; Parsons, Andrew_T; Sigman, Matthew_S; Reisman, Sarah_E (January 2025, Journal of the American Chemical Society)
Synthesis of Dihydropyrazoles via Palladium‐Catalyzed Cascade Heterocyclization/Carbonylation/Arylation of β,γ‐Unsaturated N ‐Tosyl Hydrazones

https://doi.org/10.1002/adsc.202301326

Dantas, Juliana_A; Hardy, Melissa_A; Costa, Mateus_O; De_Oliveira, Camila_P; Cabral, Tadeu_L_G; Tormena, Claudio_Francisco; Sigman, Matthew_S; Ferreira, Marco_A_B (December 2023, Advanced Synthesis & Catalysis)

Abstract A Pd‐catalyzed heterocyclization/carbonylation/arylation cascade reaction between β,γ‐unsaturated N−Ts hydrazones and commercially available arylboronic acids as coupling partners is described, producing 2‐pyrazoline‐ketone derivatives in 11–78% yield. A detailed statistical analysis of reactivity patterns of boronic acids provided key information about the limitations of the method, highlighting the challenges of degradation pathways. Our methodology offers a tool for synthesizing diverse 2‐pyrazoline‐ketone derivatives, expanding the toolbox of accessible N−N‐heterocycles.
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