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Exploration of versatile reactions on 2-chloro-3-nitroimidazo[1,2-a]pyridine: expanding structural diversity of C2- and C3-functionalized imidazo[1,2-a]pyridines
Tetrahedron Letters ( IF 1.5 ) Pub Date : 25 September 2013 , DOI: 10.1016/j.tetlet.2013.07.113
Marc-Antoine Bazin , Sophie Marhadour , Alain Tonnerre , Pascal Marchand

Alternative strategies for functionalizing 2-chloro-3-nitroimidazo[1,2-a]pyridine have been developed. Suzuki–Miyaura cross-coupling reaction provided easily the corresponding 2-arylated compounds, and herefrom the nitro group was reduced into amine which afforded amides, anilines, and ureas in the 3-position. The amination of the key compound using a metal-catalyzed reaction was reported. This study highlighted the importance of the nitro group to facilitate the chlorine displacement. Other nucleophilic aromatic substitutions open a route to various products derived from imidazo[1,2-a]pyridine.

中文翻译:

的多功能对2-氯-3-硝基咪唑并反应[1,2勘探一个扩大C2-和C3-官能咪唑的结构多样性[1,2:]吡啶〕吡啶

已经开发了功能化2-氯-3-硝基咪唑并[1,2- a ]吡啶的替代策略。Suzuki-Miyaura交叉偶联反应可轻松提供相应的2-芳基化化合物,并由此将硝基还原为胺,从而在3位提供酰胺,苯胺和脲。据报道,使用金属催化的反应使关键化合物胺化。这项研究强调了硝基基团促进氯置换的重要性。其他亲核芳族取代为从咪唑并[1,2- a ]吡啶衍生的各种产物开辟了一条途径。
更新日期:2017-01-31
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