Literature DB >> 33306394

Rhodium(III)-Catalyzed C-H/N-H Alkyne Annulation of Nonsymmetric 2-Aryl (Benz)imidazole Derivatives: Photophysical and Mechanistic Insights.

Gleiston G Dias1, Esther R S Paz1, Juliana Y Kadooca1, Adão A Sabino1, Luiz A Cury2, Kohei Torikai3, Carlos A de Simone4, Felipe Fantuzzi5, Eufrânio N da Silva Júnior1.   

Abstract

Rhodium(III) catalysis enabled C-H/N-H alkyne annulation of nonsymmetric imidazole derivatives. This study encompasses the synthesis of imidazoles from a naturally occurring quinoidal compound and their use for the preparation of rigid π-extended imidazole derivatives with outstanding fluorescence. Our study also brings to light the photophysical aspects and the mechanism of the reaction studied via computational calculations. This method provided an efficient and versatile tool for the synthesis of fluorescent compounds with a wide range of chemical and biological applications.

Entities:  

Year:  2020        PMID: 33306394     DOI: 10.1021/acs.joc.0c02054

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  2 in total

1.  Regioselective alkylation of 2,4-dihydroxybenzyaldehydes and 2,4-dihydroxyacetophenones.

Authors:  Aziza Frank; Negar Hamidi; Fengtian Xue
Journal:  Tetrahedron Lett       Date:  2022-03-23       Impact factor: 2.032

Review 2.  Recent Advances in the Synthesis of Isoquinoline-Fused Benzimidazoles.

Authors:  Dylan J Twardy; Kraig A Wheeler; Béla Török; Roman Dembinski
Journal:  Molecules       Date:  2022-03-23       Impact factor: 4.411

  2 in total

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