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Direct synthesis of haloaromatics from nitroarenes <i>via</i> a sequential one-pot Mo-catalyzed reduction/Sandmeyer reaction

Raquel Hernández‐Ruiz, Sara Gómez‐Gil, M.R. Pedrosa, Samuel Suárez‐Pantiga, Roberto Sanz

2023Organic & Biomolecular Chemistry13 citationsDOIOpen Access PDF

Abstract

Herein, we report the direct synthesis of a wide variety of functionalized aromatic bromides, chlorides, iodides, and fluorides from nitroarenes in a sequential one-pot operation. This protocol is based on an air- and moisture-tolerant dioxomolybdenum-catalyzed reduction of nitroaromatics, employing pinacol as a reducing agent, which enables subsequent diazotization and halogenation steps. This methodology represents a step-economical, practical, and alternative procedure for synthesizing haloaromatics directly from nitroaromatics.

Topics & Concepts

ChemistryCatalysisReduction (mathematics)Combinatorial chemistryMedicinal chemistryOrganic chemistryGeometryMathematicsNanomaterials for catalytic reactionsCatalytic C–H Functionalization MethodsCatalytic Cross-Coupling Reactions