An Efficient, One-Pot, Regioselective Synthesis of 1,4-Diaryl-1H-1,2,3-triazoles Using Click Chemistry

被引：50

作者：

Kumar, Dalip ^{[1
]}

Reddy, Vaddula Buchi ^{[1
]}

机构：

[1] Birla Inst Technol & Sci, Chem Grp, Pilani 333031, Rajasthan, India

来源：

SYNTHESIS-STUTTGART | 2010年 / 10期

关键词：

1,4-diaryl-1H-1,2,3-triazoles; click chemistry; diaryliodonium salts; aryl azides; cycloaddition; 1,4-DISUBSTITUTED 1,2,3-TRIAZOLES; DIARYLIODONIUM SALTS; 3+2 CYCLOADDITION; TERMINAL ALKYNES; AROMATIC-AMINES; SODIUM-AZIDE; ARYL HALIDES; TRIAZOLE; ACETYLENES; CONVERSION;

D O I：

10.1055/s-0029-1218765

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An efficient, one-pot, regioselective synthesis of 1,4-diaryl-1H-1,2,3-triazoles is described via the copper(I)-catalyzed reaction of diaryliodonium salts, sodium azide and terminal alkynes. The generality of this protocol is demonstrated by the synthesis of a series of 1,4-diaryl-1H-1,2,3-triazoles in good to high yields. The catalyst and reaction solvent are reused without any appreciable reduction in product yield.

引用

页码：1687 / 1691

页数：5

共 50 条

[1] A facile and regioselective synthesis of 1,4-disubstituted 1,2,3-triazoles using click chemistry
Kumar, Dalip
Reddy, V. Buchi
Varma, Rajender S.
TETRAHEDRON LETTERS, 2009, 50 (18) : 2065 - 2068
[2] Click chemistry inspired one-pot synthesis of 1,4-disubstituted 1,2,3-triazoles and their Src kinase inhibitory activity
Kumar, Dalip
Reddy, V. Buchi
Kumar, Anil
Mandal, Deendayal
Tiwari, Rakesh
Parang, Keykavous
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2011, 21 (01) : 449 - 452
[3] Efficient synthesis of allylic azides and one-pot regioselective synthesis of 1,4-disubstituted 1,2,3-triazoles from homoallyl alcohols
Reddy, P. Surendra
Ravi, V.
Sreedhar, B.
TETRAHEDRON LETTERS, 2010, 51 (31) : 4037 - 4041
[4] One-pot multicomponent click synthesis of some novel 1,4-disubstituted-1H-1,2,3-triazoles from alkenes
Keshavarz, Mosadegh
IRANIAN CHEMICAL COMMUNICATION, 2018, 6 (02) : 134 - 142
[5] Simple and efficient one-pot synthesis of 2,4-diaryl-1,2,3-triazoles
Tang, Wen-Jie
Hu, Yong-Zhou
SYNTHETIC COMMUNICATIONS, 2006, 36 (17) : 2461 - 2468
[6] An efficient one-pot strategy for the highly regioselective metal-free synthesis of 1,4-disubstituted-1,2,3-triazoles
Ali, Akbar
Correa, Arlene G.
Alves, Diego
Zukerman-Schpector, Julio
Westermann, Bernhard
Ferreira, Marco A. B.
Paixao, Marcio W.
CHEMICAL COMMUNICATIONS, 2014, 50 (80) : 11926 - 11929
[7] One-pot, efficient, and regioselective syntheses of 1,4-disubstituted 1,2,3-triazoles using aryldiazonium silica sulfates in water
Zarei, Amin
TETRAHEDRON LETTERS, 2012, 53 (38) : 5176 - 5179
[8] One-pot synthesis of 1,4-disubstituted 1,2,3-triazoles from nitrobenzenes
Fen Zhao
Zhen Chen
Kai Xie
Rui Yang
Yu-Bo Jiang
ChineseChemicalLetters, 2016, 27 (01) : 109 - 113
[9] One-pot syntheses of 1,2,3-triazoles containing a pentafluorosulfanylalkyl group via click chemistry
Huang, Yangen
Gard, Gary L.
Shreeve, Jean'ne M.
TETRAHEDRON LETTERS, 2010, 51 (52) : 6951 - 6954
[10] One-pot synthesis of 1,4-disubstituted 1,2,3-triazoles from nitrobenzenes
Zhao, Fen
Chen, Zhen
Xie, Kai
Yang, Rui
Jiang, Yu-Bo
CHINESE CHEMICAL LETTERS, 2016, 27 (01) : 109 - 113

← 1 2 3 4 5 →