Electrochemical synthesis of 3a-bromofuranoindolines and 3a-bromopyrroloindolines mediated by MgBr 2 - Archive ouverte HAL Accéder directement au contenu
Article Dans Une Revue Chemical Communications Année : 2020

Electrochemical synthesis of 3a-bromofuranoindolines and 3a-bromopyrroloindolines mediated by MgBr 2

Résumé

We report an efficient and environmentally friendly electrochemical approach to perform the bromo cyclization of tryptophol, tryptamine and tryptophan derivatives. The 3a-bromofuranoindolines and 3a-bromopyrroloindolines obtained are of interest in the total synthesis of natural products. This dearomative procedure relies on the generation of an electrophilic bromine reagent by the electrochemical oxidation of MgBr2. No organic byproducts are generated with this protocol which avoids the use of an additional electrolyte.

Domaines

Chimie
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Dates et versions

hal-02960483 , version 1 (12-11-2020)

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Ju Wu, Hussein Abou-Hamdan, Régis Guillot, Cyrille Kouklovsky, Guillaume Vincent. Electrochemical synthesis of 3a-bromofuranoindolines and 3a-bromopyrroloindolines mediated by MgBr 2. Chemical Communications, 2020, 56 (11), pp.1713-1716. ⟨10.1039/C9CC09276E⟩. ⟨hal-02960483⟩
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