Copper catalyzed N-arylation of amidines with aryl boronic acids and one-pot synthesis of benzimidazoles by a chan-lam-evans N-arylation and C-h activation/c-N bond forming process. - Archive ouverte HAL Accéder directement au contenu
Article Dans Une Revue Organic Letters Année : 2012

Copper catalyzed N-arylation of amidines with aryl boronic acids and one-pot synthesis of benzimidazoles by a chan-lam-evans N-arylation and C-h activation/c-N bond forming process.

Résumé

Mono-N-arylation of benzamidines 1 with aryl boronic acids 2 was effectively achieved in the presence of a catalytic amount of Cu(OAc)(2) and NaOPiv under mild aerobic conditions. Combining this step with an intramolecular direct C-H bond functionalization, catalyzed by the same catalytic system but under oxygen at 120 °C, afforded benzimidazoles 3 in good to excellent yields.

Domaines

Chimie organique
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Dates et versions

hal-00769788 , version 1 (03-01-2013)

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Citer

Jihui Li, Sébastien Bénard, Luc Neuville, Jieping Zhu. Copper catalyzed N-arylation of amidines with aryl boronic acids and one-pot synthesis of benzimidazoles by a chan-lam-evans N-arylation and C-h activation/c-N bond forming process.. Organic Letters, 2012, 14 (23), pp.5980-3. ⟨10.1021/ol3028847⟩. ⟨hal-00769788⟩
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