Palladium-Catalyzed One-Pot Synthesis of 5-(1-Arylvinyl)-1H -benzimidazoles: Overcoming the Limitation of Acetamide Partners

Autor:	Pascal Retailleau, Jérôme Bignon, Mouad Alami, Timothée Naret, Jean-Daniel Brion, Abdallah Hamze
Rok vydání:	2016
Předmět:	010405 organic chemistry Stereochemistry One-pot synthesis chemistry.chemical_element General Chemistry 010402 general chemistry 01 natural sciences Combinatorial chemistry 0104 chemical sciences Catalysis Human lung chemistry.chemical_compound medicine.anatomical_structure chemistry One pot reaction Carcinoma Cell medicine Acetamide Human colon Palladium
Zdroj:	Advanced Synthesis & Catalysis. 358:1833-1847
ISSN:	1615-4150
Popis:	A new one-pot palladium-catalyzed process between N-tosylhydrazones, N-(dihalophenyl)-imidates, and amines was designed. This reaction involves Barluenga cross-coupling and N-arylation followed by cyclization to produce functionalized benzimidazoles. During this transformation, one CC bond and two CN bonds were created by a single palladium-catalyzed reaction. Depending on the starting materials, a library of 5-(1-arylvinyl)-1H-benzimidazoles was synthesized. Among several arylvinylbenzimidazole derivatives evaluated, one compound exhibits excellent antiproliferative activity in the nanomolar concentration range against human colon carcinoma cell lines (HCT-116) and human lung adenocarcinoma epithelial cell lines (A549).
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::ed6b768f0b54582a75bc36dd0b3480f2 https://doi.org/10.1002/adsc.201600173 Zobrazit plný text záznamu Plný text ve formátu PDF Plný text ve formátu HTML
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