Recent Advances in Reactions of Azides

被引:125
作者
Huang, Dayun [1 ]
Yan, Guobing [1 ]
机构
[1] Lishui Univ, Dept Chem, Lishui 323000, Peoples R China
基金
中国国家自然科学基金;
关键词
azides; electrophiles; mechanism; nucleophiles; radicals; TRACELESS STAUDINGER LIGATION; ONE-POT SYNTHESIS; N BOND FORMATION; ACID-PROMOTED REARRANGEMENT; ONE-STEP CONSTRUCTION; ARYL AZIDES; ALKYNE CYCLOADDITION; TERMINAL ALKYNES; 3-COMPONENT SYNTHESIS; ARYLMETHYL AZIDES;
D O I
10.1002/adsc.201700103
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
Azides are important intermediates in organic synthesis. They can function as precursors to form amines, amides, quinolones, pyridines, triazoles, amidines, indoles, and so on. Although there are some reviews about the applications of azides, few are concerned about their fundamental mechanisms. This review will focus on recent advances of azides based on three reactivity patterns, which may enlighten the further research.
引用
收藏
页码:1600 / 1619
页数:20
相关论文
共 104 条
[51]   Copper(II)-Catalyzed Oxidative Cross-Coupling of Anilines, Primary Alkyl Amines, and Sodium Azide Using TBHP: A Route to 2-Substituted Benzimidazoles [J].
Mahesh, Devulapally ;
Sadhu, Pradeep ;
Punniyamurthy, Tharmalingam .
JOURNAL OF ORGANIC CHEMISTRY, 2016, 81 (08) :3227-3234
[52]   Probing the reactivity of o-phthalaldehydic acid/methyl ester: synthesis of N-isoindolinones and 3-arylaminophthalides [J].
Mamidyala, Sreeman K. ;
Cooper, Matthew A. .
CHEMICAL COMMUNICATIONS, 2013, 49 (75) :8407-8409
[53]   Cu-catalyzed azide-alkyne cycloaddition [J].
Meldal, Morten ;
Tornoe, Christian Wenzel .
CHEMICAL REVIEWS, 2008, 108 (08) :2952-3015
[54]   Synthesis of an Acyltrifluoroborate and Its Fusion with Azides To Form Amides [J].
Molander, Gary A. ;
Raushel, Jessica ;
Ellis, Noel M. .
JOURNAL OF ORGANIC CHEMISTRY, 2010, 75 (12) :4304-4306
[55]   Overcoming Product Inhibition in Catalysis of the Intramolecular Schmidt Reaction [J].
Motiwala, Hashim F. ;
Fehl, Charlie ;
Li, Sze-Wan ;
Hirt, Erin ;
Porubsky, Patrick ;
Aube, Jeffrey .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2013, 135 (24) :9000-9009
[56]   A Lewis Acid Mediated Schmidt Reaction of Benzylic Azide: Synthesis of Sterically Crowded Aromatic Tertiary Amines [J].
Murali, Annamalai ;
Puppala, Manohar ;
Varghese, Babu ;
Baskaran, Sundarababu .
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2011, 2011 (27) :5297-5302
[57]  
Nunno L. D., 1973, J CHEM SOC PERK T, P1954
[58]   Metal-free carbon-nitrogen bond-forming coupling reaction between arylboronic acids and organic azides [J].
Ou, Lili ;
Shao, Jiaan ;
Zhang, Guolin ;
Yu, Yongping .
TETRAHEDRON LETTERS, 2011, 52 (13) :1430-1431
[59]  
Qin C., 2016, ANGEW CHEM, V128, P358
[60]   Splitting a Substrate into Three Parts: Gold-Catalyzed Nitrogenation of Alkynes by C-C and C≡C Bond Cleavage [J].
Qin, Chong ;
Su, Yijin ;
Shen, Tao ;
Shi, Xiaodong ;
Jiao, Ning .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2016, 55 (01) :350-354