Organometallics & Catalysis Laboratory, Department of Chemistry, Indian Institute of Technology, Kharagpur 721302, India.
J Org Chem. 2012 Mar 16;77(6):2935-41. doi: 10.1021/jo202359e. Epub 2012 Feb 24.
A multimetallic piano-stool complex [Cp*Ir(SnCl(3))(2){SnCl(2)(H(2)O)(2)}] (1) having Ir-Sn(3) motif has been synthesized from Cp*IrCl(2) and SnCl(2). The multimetallic complex catalytically promotes the nucleophilic substitution reaction (here after α-amidoalkylation reaction) of γ-hydroxylactams generated from phthalimidals to obtain decorated isoindolinones in excellent yields. Succinamidals, however, lead to the substituted pyrrolidinones (thermodynamic control product) via S(N)1-type path as well as eliminated pyrrolinones (kinetic control product) via an E1-type path, depending on the reaction parameters. A straightforward application of this methodology is to synthesize benzo-fused indolizidine alkaloid mimics.
一个多金属钢琴凳配合物 [Cp*Ir(SnCl(3))(2){SnCl(2)(H(2)O)(2)}](1) 具有 Ir-Sn(3) 基序,由 Cp*IrCl(2) 和 SnCl(2) 合成。多金属配合物催化促进了由邻苯二甲酰亚胺生成的 γ-羟基内酰胺的亲核取代反应(以下简称 α-酰胺烷基化反应),以优异的收率得到了装饰性的异吲哚啉酮。然而,琥珀酰亚胺通过 S(N)1 型途径生成取代的吡咯烷酮(热力学控制产物),以及通过 E1 型途径消除吡咯烷酮(动力学控制产物),这取决于反应参数。这种方法的一个直接应用是合成苯并稠合的吲哚里西丁生物碱类似物。