2011•Organic LettersRequires access

Three-Component Strategy toward 5-Membered Heterocycles from Isocyanide Dibromides.

Laurent El Kaïm, Laurence Grimaud, Pravin Sahebrao Patil

Open publisher page 61 citations

Abstract

A three-component strategy starting from isocyanides allows a straightforward synthesis of five-membered ring heterocycles. New cascades were developed involving the addition of a nitrogenated nucleophile-an azide or a tetrazole-on isocyanide dibromides, an electrocyclization, and a Suzuki coupling, which afford new accesses to tetrazole and triazole scaffolds.

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What this paper is about

A three-component strategy starting from isocyanides allows a straightforward synthesis of five-membered ring heterocycles. New cascades were developed involving the addition of a nitrogenated nucleophile-an azide or a tetrazole-on isocyanide dibromides, an electrocyclization, and a Suzuki coupling, which afford new accesses to tetrazole and triazole scaffolds.

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Available abstract

A three-component strategy starting from isocyanides allows a straightforward synthesis of five-membered ring heterocycles. New cascades were developed involving the addition of a nitrogenated nucleophile-an azide or a tetrazole-on isocyanide dibromides, an electrocyclization, and a Suzuki coupling, which afford new accesses to tetrazole and triazole scaffolds.

Key concepts: Isocyanide, Tetrazole, Chemistry, Ring (chemistry), Component (thermodynamics), Azide, Nucleophile, Combinatorial chemistry

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Three-Component Strategy toward 5-Membered Heterocycles from Isocyanide Dibromides. — Research Paper | ScholarLens