One-Pot Synthesis of Pyrrolo[1,2‑a]quinoxaline Derivatives via Iron-Promoted Aryl Nitro Reduction and Aerobic Oxidation of Alcohols - Archive ouverte HAL
Article Dans Une Revue Organic Letters Année : 2012

One-Pot Synthesis of Pyrrolo[1,2‑a]quinoxaline Derivatives via Iron-Promoted Aryl Nitro Reduction and Aerobic Oxidation of Alcohols

Résumé

Here, we describe a new one-pot method to synthesize 4,7-substituted pyrrolo[1,2-a]quinoxalines and related heterocyles through a cascade of redox reactions/imine formation/intramolecular cyclization. This procedure tolerates readily available substituted 1-(2-nitrophenyl)pyrrole derivatives and aliphatic or benzylic alcohols as starting materials using iron powder and acidic conditions. This is the first example of constructing N-heterocycles via iron-mediated aryl nitro reduction and aerobic oxidation of alcohols in one pot

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Chimie
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Dates et versions

hal-00764828 , version 1 (13-12-2012)

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Maria Pereira, Valérie Thiéry. One-Pot Synthesis of Pyrrolo[1,2‑a]quinoxaline Derivatives via Iron-Promoted Aryl Nitro Reduction and Aerobic Oxidation of Alcohols. Organic Letters, 2012, 14, pp.4754-4757. ⟨10.1021/ol302006b⟩. ⟨hal-00764828⟩
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