Publication | Open Access
Rh<sub>2</sub>(II)-Catalyzed Nitro-Group Migration Reactions: Selective Synthesis of 3-Nitroindoles from β-Nitro Styryl Azides
172
Citations
43
References
2011
Year
Nitro-group Migration ReactionsCross-coupling ReactionEngineeringMigratorial Aptitude3-Substituted IndolesCatalytic SynthesisOrganic ChemistryOrganometallic CatalysisCatalysisChemistryRhodium Carboxylate ComplexesSelective SynthesisSynthetic Chemistryβ-Nitro Styryl AzidesBiomolecular Engineering
Rhodium carboxylate complexes (1 mol %) catalyze the migration of electron-withdrawing groups to selectively produce 3-substituted indoles from β-substituted styryl azides. The relative order of migratorial aptitude for this transformation is ester ≪ amide < H < sulfonyl < benzoyl ≪ nitro.
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