Silver-Catalyzed and Silver-Promoted Reactions of Isocyanides

被引:5
作者
Wang, Yeming [1 ,2 ]
Zhang, Chaoqun [1 ,2 ]
Li, Shizhe [1 ,2 ]
Liu, Lihui [1 ,2 ]
Feng, Xiaodong [1 ,2 ]
Liu, Gang [1 ,2 ]
机构
[1] Jilin Engn Normal Univ, Inst Chem & Ind Bioengn, Kaixuan Rd 3050, Changchun 130052, Peoples R China
[2] Novel Mol Funct Mat Jilin Prov, Sch Enterprise Joint Technol Innovat Lab, Kaixuan Rd 3050, Changchun 130052, Peoples R China
关键词
heterocyclic compounds; isocyanides; nitrogen-containing compounds; silver catalysis; ASYMMETRIC ALDOL REACTION; ALPHA-METALATED ISOCYANIDES; TERMINAL ALKYNES; METHYL ISOCYANOACETATE; CROSS-CYCLOADDITION; ANNULATION; INSERTION; SERIES; BOND; ISONITRILES;
D O I
10.1002/ejoc.202300323
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
In recent years, the silver-catalyzed and silver-promoted isocyanide reactions have attracted much attention, due to its efficiency in the formation of diverse new bonds and good reaction selectivity. A series of highly useful linear or cyclic compounds have been constructed. In this review, the recent progress in this field is described in the sequence of synthesis of five-membered heterocyclic compounds, synthesis of six-membered heterocyclic compounds, synthesis of fused cyclic compounds as well as synthesis of linear nitrogen-containing compounds.
引用
收藏
页数:14
相关论文
共 83 条
[1]   Synthesis, structure-activity relationships at the GABAA receptor in rat brain, and differential electrophysiological profile at the recombinant human GABAA receptor of a series of substituted 1,2-diphenylimidazoles [J].
Asproni, B ;
Talani, G ;
Busonero, F ;
Pau, A ;
Sanna, S ;
Cerri, R ;
Mascia, MP ;
Sanna, E ;
Biggio, G .
JOURNAL OF MEDICINAL CHEMISTRY, 2005, 48 (07) :2638-2645
[2]   Copper(I)-catalyzed diastereoselective formation of oxazolines and N-sulfonyl-2-imidazolines [J].
Benito-Garagorri, David ;
Bocokic, Vladica ;
Kirchner, Karl .
TETRAHEDRON LETTERS, 2006, 47 (49) :8641-8644
[3]   Metal-Mediated and Metal-Catalyzed Reactions of Isocyanides [J].
Boyarskiy, Vadim P. ;
Bokach, Nadezhda A. ;
Luzyanin, Konstantin V. ;
Kukushkin, Vadim Yu .
CHEMICAL REVIEWS, 2015, 115 (07) :2698-2779
[4]   Silver-promoted regio- and stereoselective aminocyanation of alkynes for the synthesis of β-aminoacrylonitriles using N-isocyanoiminotriphenylphosphorane [J].
Chen, Lingnan ;
Cao, Shanshan ;
Zhang, Jingping ;
Wang, Zikun .
TETRAHEDRON LETTERS, 2019, 60 (25) :1678-1681
[5]   Silver-Promoted (4+1) Annulation of Isocyanoacetates with Alkylpyridinium Salts: Divergent Regioselective Synthesis of 1,2-Disubstituted Indolizines [J].
Chen, Yan ;
Shatskiy, Andrey ;
Liu, Jian-Quan ;
Karkas, Markus D. ;
Wang, Xiang-Shan .
ORGANIC LETTERS, 2021, 23 (19) :7555-7560
[6]   Cooperative Silver- and Base-Catalyzed Diastereoselective Cycloaddition of Nitrones with Methylene Isocyanides: Access to 2-Imidazolinones [J].
Chen, Yan ;
Wu, Yijing ;
Shatskiy, Andrey ;
Kan, Yuhe ;
Karkas, Markus D. ;
Liu, Jian-Quan ;
Wang, Xiang-Shan .
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2020, 2020 (23) :3475-3479
[7]   Recent Advances in Palladium-Catalyzed Isocyanide Insertions [J].
Collet, Jurrien W. ;
Roose, Thomas R. ;
Weijers, Bram ;
Maes, Bert U. W. ;
Ruijter, Eelco ;
Orru, Romano V. A. .
MOLECULES, 2020, 25 (21)
[8]   Base Metal Catalyzed Isocyanide Insertions [J].
Collet, Jurrien W. ;
Roose, Thomas R. ;
Ruijter, Eelco ;
Maes, Bert U. W. ;
Orru, Romano V. A. .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2020, 59 (02) :540-558
[9]   Direct Catalytic Enantio- and Diastereoselective Ketone Aldol Reactions of Isocyanoacetates [J].
de la Campa, Raquel ;
Ortin, Irene ;
Dixon, Darren J. .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2015, 54 (16) :4895-4898
[10]   Silver-Catalyzed Cascade Reaction of β-Enaminones and Isocyanoacetates To Construct Functionalized Pyrroles [J].
Fang, Guichun ;
Liu, Jianquan ;
Fu, Junkai ;
Liu, Qun ;
Bi, Xihe .
ORGANIC LETTERS, 2017, 19 (06) :1346-1349