One-Pot Reaction between N -Tosylhydrazones and 2-Nitrobenzyl Bromide: Route to NH-Free C2-Arylindoles - Université de Rennes Accéder directement au contenu
Article Dans Une Revue Journal of Organic Chemistry Année : 2019

One-Pot Reaction between N -Tosylhydrazones and 2-Nitrobenzyl Bromide: Route to NH-Free C2-Arylindoles

Résumé

A one-pot Barluenga coupling between N-tosylhydrazones and nitro-benzyl bromide, followed by deoxygenation of ortho-nitrostyrenes, and subsequent cyclization has been developed, providing a new way to synthesize various C2-arylindoles. This method exhibits a good substrate scope and functional group tolerance, and it allows an access to NH-free indoles, which can present a potential utility in medicinal chemistry applications.
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Dates et versions

hal-02414153 , version 1 (16-12-2019)

Identifiants

Citer

Tourin Bzeih, Kena Zhang, Ali Khalaf, Ali Hachem, Mouad Alami, et al.. One-Pot Reaction between N -Tosylhydrazones and 2-Nitrobenzyl Bromide: Route to NH-Free C2-Arylindoles. Journal of Organic Chemistry, 2019, 84 (1), pp.228-238. ⟨10.1021/acs.joc.8b02623⟩. ⟨hal-02414153⟩
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