Rhodium(I)-catalysed hydrocarbonylation and silylcarbonylation reactions of alkynes in the presence of primary amines leading to 2-pyrrolidinones and 4-silylated 1-aza-1,3-butadienes
作者： Lars Bärfacker , Christoph Hollmann , Peter Eilbracht
DOI: 10.1016/S0040-4020(98)00160-4
关键词:
摘要: Rh(I)-catalysed hydrocarbonylation of alkynes 1 in the presence primary amines gives substituted 2-pyrrolidinones 3 a one-pot procedure. Replacement hydrogen by hydrosilanes via silylcarbonylation leads to 4-silylated 1-aza-1,3-butadienes 5. These azadienes are converted with dimethyl acetylenedicarboxylate 1,4-dihydropyridines 8 Diels-Alder reaction.
elsevier.com
sci-hub.se 参考文章(39)
Daniel Lednicer, Lester A. Mitscher, The Organic Chemistry of Drug Synthesis ,(1993)
New Syntheses with Carbon Monoxide Springer Berlin Heidelberg. ,(1980) , 10.1007/978-3-642-67452-5
Iwao. Ojima, Patrizia. Ingallina, Robert J. Donovan, Nuria. Clos, Silylformylation of 1-hexyne catalyzed by rhodium-cobalt mixed-metal carbonyl clusters Organometallics. ,vol. 10, pp. 38- 41 ,(1991) , 10.1021/OM00047A021
Takashi Joh, Hiroyuki Nagata, Shigetoshi Takahashi, Rhodium-catalyzed synthesis of 2(5H)-furanones from terminal alkynes and non-substituted alkynes under water-gas shift reaction conditions Inorganica Chimica Acta. ,vol. 220, pp. 45- 53 ,(1994) , 10.1016/0020-1693(94)03853-8
Isamu Matsuda, Akira Ogiso, Susumu Sato, Yusuke Izumi, An efficient silylformylation of alkynes catalyzed by tetrarhodium dodecacarbonyl Journal of the American Chemical Society. ,vol. 111, pp. 2332- 2333 ,(1989) , 10.1021/JA00188A074
Masakatsu Eguchi, Qingping Zeng, Anna Korda, Iwao Ojima, Synthesis of pyrrolizidine alkaloids via rhodium-catalyzed silylformylation and amidocarbonylation Tetrahedron Letters. ,vol. 34, pp. 915- 918 ,(1993) , 10.1016/S0040-4039(00)77453-3
Isamu Matsuda, Akira Ogiso, Susumu Sato, Ready access of .alpha.-(triorganosilyl)methylene .beta.-lactones by means of rhodium-catalyzed cyclocarbonylation of substituted propargyl alcohols Journal of the American Chemical Society. ,vol. 112, pp. 6120- 6121 ,(1990) , 10.1021/JA00172A033
Lucette Duhamel, Joë Chauvin, Colombe Goument, Dicétones-1,4 thiosubstituées Tetrahedron Letters. ,vol. 24, pp. 2095- 2098 ,(1983) , 10.1016/S0040-4039(00)81853-5
John R. Johnson, Gregory D. Cuny, Stephen L. Buchwald, Rhodium‐Catalyzed Hydroformylation of Internal Alkynes to α,β‐Unsaturated Aldehydes Angewandte Chemie. ,vol. 34, pp. 1760- 1761 ,(1995) , 10.1002/ANIE.199517601
Nobuhiro Kanomata, Tadashi Nakata, Highly Enantioselective Reduction with Novel, Bridged NADH Models Angewandte Chemie. ,vol. 36, pp. 1207- 1211 ,(1997) , 10.1002/ANIE.199712071