由1-甲基咪唑催化的乙炔二甲酸二甲酯与原位生成的芳基烯酮的意外反应。
Unexpected reaction of dimethyl acetylenedicarboxylate with in situ generated arylketenes catalyzed by 1-methylimidazole.
作者信息
Ding Hanfeng, Ma Cheng, Yang Yewei, Wang Yanguang
机构信息
Department of Chemistry, Zhejiang University, Hangzhou 310027, China.
出版信息
Org Lett. 2005 May 26;7(11):2125-7. doi: 10.1021/ol050492q.
PMID:15901150
Abstract
[reaction: see text]. An unexpected 1-methylimidazole-catalyzed reaction of dimethyl acetylenedicarboxylate (DMAD) with in situ generated arylketenes leading to the synthesis of dimethyl 2-arylidenesuccinates under mild conditions is described. A plausible mechanism has been proposed.
摘要
[反应：见正文]。描述了一种意外的1-甲基咪唑催化的乙炔二甲酸二甲酯（DMAD）与原位生成的芳基烯酮的反应，该反应在温和条件下可合成2-芳基亚甲基琥珀酸二甲酯。已提出了一种合理的反应机理。
相似文献
1
Unexpected reaction of dimethyl acetylenedicarboxylate with in situ generated arylketenes catalyzed by 1-methylimidazole.由1-甲基咪唑催化的乙炔二甲酸二甲酯与原位生成的芳基烯酮的意外反应。
Org Lett. 2005 May 26;7(11):2125-7. doi: 10.1021/ol050492q.
2
Reactions of arylaldehydes and N-sulfonated imines with dimethyl acetylenedicarboxylate catalyzed by nitrogen and phosphine lewis bases.氮和膦路易斯碱催化芳醛与N-磺化亚胺与乙炔二甲酸二甲酯的反应。
Org Lett. 2003 Nov 13;5(23):4273-6. doi: 10.1021/ol0354324.
3
Novel annulation reactions of aryl methyl ketenes with zwitterions derived from dimethyl acetylenedicarboxylate and N-alkylimidazoles.芳基甲基烯酮与由二甲基乙炔二羧酸酯和N-烷基咪唑衍生的两性离子的新型环化反应。
Org Lett. 2006 Jul 6;8(14):3133-6. doi: 10.1021/ol061126p.
4
A novel multicomponent reaction involving isocyanide, dimethyl acetylenedicarboxylate (DMAD), and electrophilic styrenes: facile synthesis of highly substituted cyclopentadienes.一种涉及异腈、二甲基乙炔二羧酸酯（DMAD）和亲电苯乙烯的新型多组分反应：高取代环戊二烯的简便合成。
Org Lett. 2004 Mar 4;6(5):767-9. doi: 10.1021/ol036491k.
5
DABCO-catalyzed reaction of alpha-halo carbonyl compounds with dimethyl acetylenedicarboxylate: a novel method for the preparation of polysubstituted furans and highly functionalized 2H-pyrans.1,4-二氮杂双环[2.2.2]辛烷催化α-卤代羰基化合物与二甲基乙炔二羧酸酯的反应：一种制备多取代呋喃和高官能化2H-吡喃的新方法。
J Org Chem. 2005 Sep 30;70(20):8204-7. doi: 10.1021/jo050903g.
6
Novel pyridine-catalyzed reaction of dimethyl acetylenedicarboxylate with aldehydes: formal [2 + 2] cycloaddition leading to 2-oxo-3-benzylidinesuccinates.新型吡啶催化的乙炔二羧酸二甲酯与醛的反应：生成2-氧代-3-亚苄基琥珀酸酯的形式上的[2 + 2]环加成反应。
Org Lett. 2001 Nov 1;3(22):3495-7. doi: 10.1021/ol016550z.
7
Iridium complex-catalyzed highly selective cross [2 + 2 + 2] cycloaddition of two different monoynes: 2:1 coupling versus 1:2 coupling.铱配合物催化两种不同单炔烃的高度选择性交叉[2 + 2 + 2]环加成反应：2:1偶联与1:2偶联
Org Lett. 2003 Oct 2;5(20):3659-62. doi: 10.1021/ol035330d.
8
Unexpected ring-opening reactions of aziridines with aldehydes catalyzed by nucleophilic carbenes under aerobic conditions.亲核卡宾在有氧条件下催化氮丙啶与醛发生的意外开环反应。
Org Lett. 2006 Apr 13;8(8):1521-4. doi: 10.1021/ol0529905.
9
Tris(benzocyclobutadieno)triphenylene and its lower biphenylene homologues by palladium-catalyzed cyclizations of 2,3-didehydrobiphenylene.
Org Lett. 2004 Sep 30;6(20):3557-60. doi: 10.1021/ol048548o.
10
Engaging the pyridine-DMAD zwitterion in a novel strategy for the selective synthesis of highly substituted benzene and cyclopentenedione derivatives.采用吡啶 - DMAD两性离子参与一种新颖策略，用于选择性合成高度取代的苯和环戊二酮衍生物。
Org Lett. 2005 Oct 13;7(21):4625-8. doi: 10.1021/ol051723w.
Zotero 插件