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One-Pot Synthesis of Indoles and Pyrazoles via Pd-Catalyzed Couplings/Cyclizations Enabled by Aqueous Micellar Catalysis

Evan B. Landstrom, Nnamdi Akporji, Nicholas R. Lee, Christopher M. Gabriel, Felipe C. Braga, Bruce H. Lipshutz

2020Organic Letters24 citationsDOI

Abstract

An effective one-pot synthesis of either indoles or pyrazoles can be achieved via Pd-catalyzed aminations followed by subsequent cyclizations facilitated by aqueous micellar catalysis. This new technology includes efficient couplings with low loadings of palladium, a more stable source of the required hydrazine moiety, greater atom economy for the initial coupling, and reduced reaction temperatures, all leading to environmentally responsible processes.

Topics & Concepts

ChemistryCatalysisMoietyAtom economyAqueous solutionHydrazine (antidepressant)PalladiumCombinatorial chemistryOrganic chemistryChromatographyCatalytic C–H Functionalization MethodsCatalytic Cross-Coupling ReactionsNanomaterials for catalytic reactions
One-Pot Synthesis of Indoles and Pyrazoles via Pd-Catalyzed Couplings/Cyclizations Enabled by Aqueous Micellar Catalysis | Litcius