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A laterally-fused N-heterocyclic carbene framework from polysubstituted aminoimidazo[5,1-b]oxazol-6-ium salts
Beilstein Journal of Organic Chemistry ( IF 2.7 ) Pub Date : 2024-03-18 , DOI: 10.3762/bjoc.20.54
Andrew D Gillie , Matthew G Wakeling , Bethan L Greene , Louise Male , Paul W Davies

Abstract

A polysubstituted 3-aminoimidazo[5,1-b]oxazol-6-ium framework has been accessed from a new nitrenoid reagent by a two-step ynamide annulation and imidazolium ring-formation sequence. Metalation with Au(I), Cu(I) and Ir(I) at the C2 position provides an L-shaped NHC ligand scaffold that has been validated in gold-catalysed alkyne hydration and arylative cyclisation reactions.

Beilstein J. Org. Chem. 2024, 20, 621–627. doi:10.3762/bjoc.20.54



中文翻译:

来自多取代氨基咪唑并[5,1-b]恶唑-6-鎓盐的横向稠合N-杂环卡宾骨架

摘要

通过两步炔酰胺成环和咪唑鎓环形成序列,从新型氮烯类试剂中获得了多取代的3-氨基咪唑并[5,1- b ]恶唑-6-鎓骨架。C2 位上的 Au(I)、Cu(I) 和 Ir(I) 金属化提供了 L 形 NHC 配体支架,该支架已在金催化的炔水合和芳基化环化反应中得到验证。

贝尔斯坦 J. 组织。化学。 2024, 20, 621–627。doi:10.3762/bjoc.20.54

更新日期:2024-03-18
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