Synthesis of 1,4,5-Trisubstituted 1,2,3-Triazoles Amicable for Automation

被引：1
|
作者：
Kavitha, Mitta [1 ]
Mahipal, Bodugam [1 ]
Mainkar, Prathama S. [1 ]
Chandrasekhar, Srivari [1 ]
机构：
[1] CSIR Indian Inst Chem Technol, Div Nat Prod Chem, Hyderabad 500007, Andhra Pradesh, India
来源：
COMBINATORIAL CHEMISTRY & HIGH THROUGHPUT SCREENING | 2013年 / 16卷 / 08期
关键词：
Alkynes; azides; Suzuki reaction; Triazoles; 3+2]-cycloaddition; CROSS-COUPLING REACTIONS; ORGANIC AZIDES; CYCLOADDITION REACTIONS; CLICK CHEMISTRY; ALKYNES; PALLADIUM;
D O I：
10.2174/1386207311316080009
中图分类号：
Q5 [生物化学];
学科分类号：
071010 ; 081704 ;
摘要：
A three-component 3+2 cycloaddition reaction followed by Suzuki coupling reaction was carried out to synthesize a library of compounds using automation (parallel synthesizer). Scaffolds that are unexplored in literature were used for the synthesis of library. The iodo-triazoles formed by 3+2 cycloaddition reaction were coupled with boronic acids to get tri-substituted triazoles.
引用
收藏
页码：657 / 663
页数：7
相关论文
共 50 条
  • [21] 'Green' synthesis of 1,4-disubstituted 5-iodo-1,2,3-triazoles under neat conditions, and an efficient approach of construction of 1,4,5-trisubstituted 1,2,3-triazoles in one pot
    Wang, Dong
    Chen, Si
    Chen, Baohua
    [J]. TETRAHEDRON LETTERS, 2014, 55 (51) : 7026 - 7028
  • [22] Regitz Diazo Transfer Reaction for the Synthesis of 1,4,5-Trisubstituted 1,2,3-Triazoles and Subsequent Regiospecific Construction of 1,4-Disubstituted 1,2,3-Triazoles via C-C Bond Cleavage
    Cui, Xue
    Zhang, Xueying
    Wang, Wei
    Zhong, Xia
    Tan, Yinfeng
    Wang, Yan
    Zhang, Jianlan
    Li, Youbin
    Wang, Xuesong
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 2021, 86 (05): : 4071 - 4080
  • [23] Regioselective Synthesis of 1,4,5-Trisubstituted-1,2,3-Triazoles from Aryl Azides and Enaminones
    De Nino, Antonio
    Algieri, Vincenzo
    Talllarida, Matteo A.
    Constanzo, Paola
    Pedron, Manuel
    Tejero, Tomas
    Merino, Pedro
    Maiuolo, Loredana
    [J]. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2019, 2019 (33) : 5725 - 5731
  • [24] Minutes Synthesis of 1,4,5-Trisubstituted 5-Dialkylamino-1,2,3-triazoles by 1-Copper(I)-Alkyne Controlled Tandem Process
    Wang, Bo
    Liu, Nan
    Chen, Wenwen
    Huang, Dayun
    Wang, Xinyan
    Hu, Yuefei
    [J]. ADVANCED SYNTHESIS & CATALYSIS, 2015, 357 (2-3) : 401 - 407
  • [25] Regiospecific synthesis of 1,4,5-trisubstituted 1,2,3-triazoles via enolate-azide cycloaddition between 1,3-dicarbonyl compounds and aryl azides
    Nelson, Ronald
    Kesternich, Victor
    Perez-Fehrmann, Marcia
    Jaldin, Sally
    Marcourt, Laurence
    Christen, Philippe
    [J]. JOURNAL OF CHEMICAL RESEARCH, 2016, (08) : 453 - 457
  • [26] Copper(I)-mediated synthesis of trisubstituted 1,2,3-triazoles
    Kuijpers, BHM
    Dijkmans, GCT
    Groothuys, S
    Quaedflieg, PJLM
    Blaauw, RH
    van Delft, FL
    Rutjes, FPJT
    [J]. SYNLETT, 2005, (20) : 3059 - 3062
  • [27] Organocatalytic Enamide-Azide Cycloaddition Reactions: Regiospecific Synthesis of 1,4,5-Trisubstituted-1,2,3-Triazoles
    Danence, Lee Jin Tu
    Gao, Yaojun
    Li, Maoguo
    Huang, Yuan
    Wang, Jian
    [J]. CHEMISTRY-A EUROPEAN JOURNAL, 2011, 17 (13) : 3584 - 3587
  • [28] Antimony-lithium exchange reaction: Synthesis of 1,4,5-trisubstituted-1,2,3-triazoles by triazolyllithium with electrophiles
    Yamada, Mizuki
    Matsumura, Mio
    Kawahata, Masatoshi
    Murata, Yuki
    Kakusawa, Naoki
    Yamaguchi, Kentaro
    Yasuike, Shuji
    [J]. JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2017, 834 : 83 - 87
  • [29] Synthesis of 1,4,5-trisubstituted-1,2,3-triazoles via coupling reaction of diaminomaleonitrile with aromatic diazonium salts
    Al-Azmi, Amal
    Kalarikkal, Anita K.
    [J]. TETRAHEDRON, 2013, 69 (52) : 11122 - 11129
  • [30] SYNTHESIS OF 1,4,5-TRISUBSTITUTED IMIDAZOLES
    KATRITZKY, AR
    JIANG, JL
    HARRIS, PA
    STEEL, PJ
    [J]. HETEROCYCLES, 1990, 31 (12) : 2187 - 2194
12345