General Amination Reactions for the Synthesis of Ynamides

被引：114
作者：
Evano, Gwilherm [1 ]
Jouvin, Kevin [2 ]
Coste, Alexis [2 ]
机构：
[1] Univ Libre Bruxelles, Serv Chim & Phys Chim Organ, Chim Organ Lab, B-1050 Brussels, Belgium
[2] Univ Versailles St Quentin Yvelines, UMR CNRS 8180, Inst Lavoisier Versailles, F-78035 Versailles, France
来源：
SYNTHESIS-STUTTGART | 2013年 / 45卷 / 01期
关键词：
ynamines; ynamides; N-alkynyl heterocycles; amination; copper catalysis; alkynes; N-FUNCTIONALIZED; 1-ALKYNYLAMIDES; PAUSON-KHAND REACTIONS; COUPLING REACTIONS; ORGANIC-SYNTHESIS; ALKYNYL BROMIDES; ALKYNYLIODONIUM SALTS; 2+2 CYCLOADDITION; TERMINAL ALKYNES; CHEMOSELECTIVE REACTIVITY; STEREOSELECTIVE-SYNTHESIS;
D O I：
10.1055/s-0032-1317880
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The development of general syntheses of ynamides and related compounds based on various amination strategies are described in this short review. Reactions are classified according to the type of amination used and comparisons are made between all strategies to provide a comprehensive overview and to emphasize the advantages and limitations of each method.
引用
收藏
页码：17 / 26
页数：10
相关论文
共 126 条
[1]   First total synthesis of antiostatin A1, a potent carbazole-based naturally occurring antioxidant [J].
Alayrac, Carole ;
Schollmeyer, Dieter ;
Witulski, Bernhard .
CHEMICAL COMMUNICATIONS, 2009, (12) :1464-1466
[2]   Magnetically Separable Cu-Carboxylate MOF Catalyst for the Henry Reaction [J].
Arai, Takayoshi ;
Kawasaki, Nao ;
Kanoh, Hirofumi .
SYNLETT, 2012, (10) :1549-1553
[3]   3-(4-IODOMETHYL-2-OXO-1-AZETIDINYL)PROPYNOIC ACID TERT-BUTYL ESTER - A NEW BETA-LACTAM DERIVATIVE, SYNTHESIS OF AN YNAMIDE BY REACTION OF 4-IODOMETHYLAZETIDIN-2-ONE WITH THE TERT-BUTYL ESTER OF PROPIOLIC ACID IN THE PRESENCE OF COPPER(I) [J].
BALSAMO, A ;
MACCHIA, B ;
MACCHIA, F ;
ROSSELLO, A ;
DOMIANO, P .
TETRAHEDRON LETTERS, 1985, 26 (34) :4141-4144
[4]   Terminal Alkyne Addition to Diazodicarboxylates: Synthesis of Hydrazide Linked Alkynes (Ynehydrazides) [J].
Beveridge, Ramsay E. ;
Batey, Robert A. .
ORGANIC LETTERS, 2012, 14 (02) :540-543
[5]  
Bode J., 1892, LIEBIGS ANN CHEM, V267, P268
[6]  
Brand J. P., 2012, CHEM SOC REV, V41, P4165, DOI DOI 10.1039/C2CS35034C
[7]   Synthesis of ynamides from formamides [J].
Brückner, D .
TETRAHEDRON, 2006, 62 (16) :3809-3814
[8]  
Brückner D, 2000, SYNLETT, P1402
[9]   2-(2,2-DIBROMOETHENYL)-BENZENAMINE [J].
Bryan, Christopher ;
Aurregi, Valentina ;
Lautens, Mark .
ORGANIC SYNTHESES, 2009, 86 :36-+
[10]   On the Role of Metal Contaminants in Catalyses with FeCl3 [J].
Buchwald, Stephen L. ;
Bolm, Carsten .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2009, 48 (31) :5586-5587
12345678910