Regioselective synthesis of 5-aryl-2-oxazolidinones from carbon dioxide and aziridines using Br−Ph3+PPEG600P+Ph3Br− as an efficient, homogenous recyclable catalyst at ambient conditions
作者:Rahul A. Watile、Dattatraya B. Bagal、Yogesh P. Patil、Bhalchandra M. Bhanage
DOI:10.1016/j.tetlet.2011.09.056
日期:2011.11
phosphonium salt (Br−Ph3+PPEG600P+Ph3Br−) was found to be an efficient, homogenous, recyclable catalyst for coupling of CO2 with a variety of aziridines producing corresponding 5-aryl-2-oxazolidinones with good yields and excellent regioselectivity under relatively mild and solvent free conditions. Furthermore, the catalyst was effectively recycled for four consecutive cycles without any significant loss in
聚乙二醇官能化鏻盐(BR -博士3 + PPEG 600 P +博士3溴- )被发现是一种有效的,均匀的,可回收催化剂对CO的耦合2与各种相应的5-芳基-2-恶唑烷酮制备氮丙啶的在相对温和且无溶剂的条件下,具有良好的收率和出色的区域选择性。此外,该催化剂有效地再循环了四个连续的循环,而其催化活性和选择性没有任何明显的损失。
Construction of C2‐Spirocyclopropyl‐Indolin‐3‐Ones through Base‐Promoted [2+1] Annulation Reaction of Indolin‐3‐ones with Bromosulfonium Salts
base-promoted [2+1] annulationreaction has been developed for the synthesis of the structural diversity C2-spirocyclopropyl-indolin-3-ones. This [2+1] annulation process using simple and easily prepared nucleophilic indolin-3-ones (as C1 synthons) and bromosulfonium salts (as C2 synthons) as substrates, and realized the synthesis of C2-spirocyclopropyl-indolin-3-ones with up to 99 % yield and >20 : 1 dr.
已经开发了一种简单有效的碱促进 [2+1] 环化反应,用于合成结构多样性 C2-spirocyclopropyl-indolin-3-ones。这种[2+1]环化过程以简单易制备的亲核三氢吲哚-3-酮(C1合成子)和溴硫盐(C2合成子)为底物,实现了C2-螺环丙基-3-二氢吲哚-酮的合成高达 99% 的产率和 >20 : 1 dr.