Metal-free synthetic approaches to 1,5-disubstituted 1,2,3-triazoles

被引：7

作者：

Malkova, Ksenia ^{[1
]}

Bubyrev, Andrey ^{[1
]}

Balalaie, Saeed ^{[2
,3
]}

Dar'in, Dmitry ^{[1
]}

Krasavin, Mikhail ^{[1
,4
]}

机构：

[1] St Petersburg State Univ, Inst Chem, Peterhof 198504, Russia

[2] KN Toosi Univ Technol, Peptide Chem Res Ctr, POB 15875-4416, Tehran, Iran

[3] Kermanshah Univ Med Sci Kermanshah, Med Biol Res Ctr, Kermanshah, Iran

[4] Immanuel Kant Baltic Fed Univ, Kaliningrad 236041, Russia

来源：

TETRAHEDRON LETTERS | 2022年 / 112卷

基金：

美国国家科学基金会;

关键词：

1; 2; 3-triazoles; 5-disubstituted; Metal-free; Diazo chemistry; Cycloaddition; FREE ROUTE; 1,3-DIPOLAR CYCLOADDITION; REGIOSPECIFIC SYNTHESIS; CONSTRUCTION; AZIDES;

D O I：

10.1016/j.tetlet.2022.154228

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

1,5-Disubstituted 1,2,3-triazoles are more difficult to synthesize in regioselective fashion than their 1,4-disubstituted counterparts. Traditionally, methods to construct 1,5-disubstituted 1,2,3-triazoles involved metal catalysis. However, most recently metal-free methods to access this scaffold have emerged and are reviewed in this Digest Article. (c) 2022 Elsevier Ltd. All rights reserved.

引用

页数：10

共 50 条

[1] Metal-Free Synthesis of 1,5-Disubstituted 1,2,3-Triazoles
Bubyrev, Andrey
Malkova, Ksenia
Kantin, Grigory
Dar'in, Dmitry
Krasavin, Mikhail
JOURNAL OF ORGANIC CHEMISTRY, 2021, 86 (23): : 17516 - 17522
[2] Metal-Free Synthesis of 1,5-Disubstituted 1,2,3-Triazoles
N. T. Pokhodylo
M. A. Tupychak
M. D. Obushak
Russian Journal of Organic Chemistry, 2022, 58 : 209 - 218
[3] Metal-Free Synthesis of 1,5-Disubstituted 1,2,3-Triazoles
Pokhodylo, N. T.
Tupychak, M. A.
Obushak, M. D.
RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2022, 58 (02) : 209 - 218
[4] A Metal-Free Multicomponent Cascade Reaction for the Regiospecific Synthesis of 1,5-Disubstituted 1,2,3-Triazoles
Cheng, Guolin
Zeng, Xiaobao
Shen, Jinhai
Wang, Xuesong
Cui, Xiuling
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2013, 52 (50) : 13265 - 13268
[5] An Organocatalytic Regiospecific Synthesis of 1,5-Disubstituted 4-Thio-1,2,3-triazoles and 1,5-Disubstituted 1,2,3-Triazoles
Ramachary, Dhevalapally B.
Krishna, Patoju M.
Gujral, Jagjeet
Reddy, G. Surendra
CHEMISTRY-A EUROPEAN JOURNAL, 2015, 21 (47) : 16775 - 16780
[6] Base-Promoted Regiospecific Synthesis of Fully Substituted 1,2,3-Triazoles and 1,5-Disubstituted 1,2,3-Triazoles
Zhang, Xueying
Cui, Xue
Wang, Wei
Zeng, Tingting
Wang, Yan
Tan, Yinfeng
Liu, Dongyan
Wang, Xuesong
Li, Youbin
ASIAN JOURNAL OF ORGANIC CHEMISTRY, 2020, 9 (12) : 2176 - 2183
[7] Ionic Liquid-Phase Synthesis of 1,5-Disubstituted 1,2,3-Triazoles
Koguchi, Shinichi
Izawa, Kazuki
ACS COMBINATORIAL SCIENCE, 2014, 16 (08) : 381 - 385
[8] Are 1,4-and 1,5-Disubstituted 1,2,3-Triazoles Good Pharmacophoric Groups?
Massarotti, Alberto
Aprile, Silvio
Mercalli, Valentina
Del Grosso, Erika
Grosa, Giorgio
Sorba, Giovanni
Tron, Gian Cesare
CHEMMEDCHEM, 2014, 9 (11) : 2497 - 2508
[9] A Metal- and Azide-Free Multicomponent Assembly toward Regioselective Construction of 1,5-Disubstituted 1,2,3-Triazoles
Wan, Jie-Ping
Cao, Shuo
Liu, Yunyun
JOURNAL OF ORGANIC CHEMISTRY, 2015, 80 (18): : 9028 - 9033
[10] Chiral 1,5-disubstituted 1,2,3-triazoles - versatile tools for foldamers and peptidomimetic applications
Stalsmeden, Anna Said
Paterson, Andrew J.
Szigyarto, Imola Cs
Thunberg, Linda
Johansson, Johan R.
Beke-Somfai, Tamas
Kann, Nina
ORGANIC & BIOMOLECULAR CHEMISTRY, 2020, 18 (10) : 1957 - 1967

← 1 2 3 4 5 →