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

[31] One-pot synthesis of 1,2,3-triazoles using polymer-supported propyne in aqueous solution
Shang Yong-Jia
Ren Lian-Bing
Wang Dong-Mei
CHINESE JOURNAL OF CHEMISTRY, 2007, 25 (08) : 1202 - 1206
[32] Sustainable Synthesis of 1,2,3-Triazoles using Cyrene as a Biodegradable Solvent in Click Chemistry
Citarella, Andrea
Fiori, Alessandro
Silvani, Alessandra
Passarella, Daniele
Fasano, Valerio
CHEMSUSCHEM, 2025,
[33] The one-pot synthesis of 4-aryl-1H-1,2,3-triazoles without azides and metal catalization
He, Yun
Sun, Erxiao
Zhao, Yi
Hai, Li
Wu, Yong
TETRAHEDRON LETTERS, 2014, 55 (01) : 111 - 115
[34] One-pot sequential synthesis of β-hydroxy-1,4-disubstituted-1,2,3-triazoles from in-situ generated β-azido alcohol by click chemistry
Reddy, K. Rajender
Maheswari, C. Uma
Rajgopal, K.
Kantam, M. Lakshmi
SYNTHETIC COMMUNICATIONS, 2008, 38 (13) : 2158 - 2167
[35] One-Pot Approach for the Synthesis of Bis-indole-1,4-disubstituted-1,2,3-triazoles
Saehlim, Natthiya
Kasemsuk, Teerapich
Sirion, Uthaiwan
Saeeng, Rungnapha
JOURNAL OF ORGANIC CHEMISTRY, 2018, 83 (21): : 13233 - 13242
[36] REGIOSELECTIVE SYNTHESIS OF NOVEL 1,4 DISUBSTITUTED BIS 1,2,3 TRIAZOLES : CLICK CHEMISTRY APPROACH
Hemasri, Y.
Srinivas, A.
HETEROCYCLIC LETTERS, 2012, 2 (01): : 79 - 83
[37] Copper(I)-Catalyzed Interrupted Click/Sulfenylation Cascade: One-Pot Synthesis of Sulfur Cycle Fused 1,2,3-Triazoles
Wang, Weiguo
Huang, Shuai
Yan, Shikun
Sun, Xuejun
Tung, Chen-Ho
Xu, Zhenghu
CHINESE JOURNAL OF CHEMISTRY, 2020, 38 (05) : 445 - 448
[38] "Click" Synthesis of Nonsymmetrical Bis(1,2,3-triazoles)
Aizpurua, Jesus M.
Azcune, Itxaso
Fratila, Raluca M.
Balentova, Eva
Sagartzazu-Aizpurua, Maialen
Miranda, Jose I.
ORGANIC LETTERS, 2010, 12 (07) : 1584 - 1587
[39] Cu microcrystals garnished with copper nanoparticles catalyzed one-pot facile synthesis of novel 1,2,3-triazoles via click chemistry as antifungal agents
Kodasi, Barnabas
Joshi, Shrinivas D.
Kamble, Ravindra R.
Keri, Rangappa S.
Bayannavar, Praveen K.
Nesaragi, Aravind R.
Dixit, Shruti
Vootla, Shyam Kumar
Metre, Tukaram, V
APPLIED ORGANOMETALLIC CHEMISTRY, 2022, 36 (05)
[40] Monosubstituted 1,2,3-triazoles from two-step one-pot deprotection/click additions of trimethylsilylacetylene
Fletcher, James T.
Walz, Sara E.
Keeney, Matthew E.
TETRAHEDRON LETTERS, 2008, 49 (49) : 7030 - 7032

← 1 2 3 4 5 →