Iron-Catalyzed Carbonylation: Selective and Efficient Synthesis of Succinimides

被引:121
作者
Driller, Katrin Marie [1 ]
Klein, Holger [1 ]
Jackstell, Ralf [1 ]
Beller, Matthias [1 ]
机构
[1] Univ Rostock, Leibniz Inst Katalyse EV, D-18059 Rostock, Germany
关键词
carbonylation; homogenous catalysis; iron; succinimides; ASTERISK-CARBONYLIERUNG; CONJUGATE ADDITION; DIRECT ARYLATION; CYCLIC IMIDES; ALKYNES; CONVERSION; CYCLOBUTENEDIONES; HYDROGENATION; ANHYDRIDES; METAL;
D O I
10.1002/anie.200902078
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A convenient one-pot method for the synthesis of various substituted succinimides has been developed. By starting from commercially available amines (or ammonia) and alkynes, a range of interesting succinimides have been obtained selectively in the presence of either [Fe(CO)5] or [Fe 3(CO)12] (see scheme; R′=H, alkyl, aryl; R″, R‴ =alkyl, aryl). © 2009 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码:6041 / 6044
页数:4
相关论文
共 64 条
[1]   Pyrolysis of tricyclic cyclobutane-fused sulfolanes as a route to cis-1,2-divinyl compounds and their Cope-derived products [J].
Aitken, RA ;
Cadogan, JIG ;
Gosney, I ;
Humphries, CM ;
McLaughlin, LM ;
Wyse, SJ .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1999, (05) :605-614
[2]   An efficient biomimetic Fe-catalyzed epoxidation of olefins using hydrogen peroxide [J].
Anilkumar, Gopinathan ;
Bitterlich, Bianca ;
Gelalcha, Feyissa Gadissa ;
Tse, Man Kin ;
Beller, Matthias .
CHEMICAL COMMUNICATIONS, 2007, (03) :289-291
[3]  
[Anonymous], ANGEW CHEM
[4]  
[Anonymous], ANGEW CHEM
[5]  
[Anonymous], 2007, ADV SYNTH CATAL
[6]   Coupling reactions of indole-3-acetic acid derivatives. Synthesis of arcyriaflavin A [J].
Bergman, J ;
Koch, E ;
Pelcman, B .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 2000, (16) :2609-2614
[7]  
BERTII I, 1994, BIOINORGANIC CHEM
[9]   Iron-catalyzed reactions in organic synthesis [J].
Bolm, C ;
Legros, J ;
Le Paih, J ;
Zani, L .
CHEMICAL REVIEWS, 2004, 104 (12) :6217-6254
[10]   An iron catalyst for ketone hydrogenations under mild conditions [J].
Bullock, R. Morris .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2007, 46 (39) :7360-7363