Electrochemical synthesis of 3a-bromofuranoindolines and 3a-bromopyrroloindolines mediated by MgBr2. Issue 11 (15th January 2020)

• Record Type: Journal Article
• Authors: Wu, Ju; Abou-Hamdan, Hussein; Guillot, Régis; Kouklovsky, Cyrille; Vincent, Guillaume
• Is Part Of: Chemical communications. Volume 56:Issue 11(2020)
• Page Start: 1713
• Page End: 1716
• Publication Date: 2020-01-15
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1039/c9cc09276e
• Languages: English
• ISSNs: 1359-7345

Abstract

Abstract : We report an efficient and environmentally friendly electrochemical approach to perform the bromo cyclization of tryptophol, tryptamine and tryptophan derivatives. Abstract : 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.