Synthesis of 2-alkyl triazoles with solvothermal conditions

被引：2

作者：

Ma, Youcai ^{[1
]}

Zhang, Xiaohui ^{[1
]}

Yang, Yawen ^{[1
]}

Hu, Liangzhen ^{[1
]}

Xiong, Yan ^{[1
,2
,3
,4
]}

机构：

[1] Chongqing Univ, Sch Chem & Chem Engn, Chongqing Key Lab Theoret & Computat Chem, Chongqing 401331, Peoples R China

[2] Nankai Univ, State Key Lab Elemento Organ Chem, Tianjin 300071, Peoples R China

[3] Xinjiang Inst Engn, Collaborat Innovat Ctr High Value Transformat Coal, Sch Chem & Environm Engn, Urumqi 830091, Xinjiang, Peoples R China

[4] Chongqing Univ, Sch Chem & Chem Engn, Chongqing Key Lab Theoret & Computat Chem, Chongqing 401331, Peoples R China

来源：

TETRAHEDRON | 2022年 / 113卷

关键词：

2-Alkyl triazoles; Metal-free; Nucleophilic substitution; Potassium carbonate; 3-Triazoles; N-ALKYLATION; BENZOTRIAZOLE; 1,2,3-TRIAZOLES; EFFICIENT; AMINATION; ANALOGS; AZIDES;

D O I：

10.1016/j.tet.2022.132765

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A general protocol for the straightforward access to 2-alkyl triazoles with alkyl halides as the readily available alkylation reagents, by using a well-organized nucleophilic substitution strategy under metal free and solvothermal conditions has been developed. Various alkyl substitutions on 2-site of triazoles occurred and were mainly examined in the text. Particularly, the reactions between linear bisbromo alkanes and 1,2,3-triazoles were executed to yield bromoalkyl triazoles and bistriazoles, and realkylations of bromoalkyl triazoles were achieved through addition of triazoles. This procedure is convenient and generally affords the 2-alkylated products, which are slightly scarce under present synthetic methodologies. (c) 2022 Elsevier Ltd. All rights reserved.

引用

页数：8

共 50 条

[41] Synthesis of novel 2-alkyl substituted oleobenzimidazole derivatives using ethylene glycol as solvent
Hosamani, K. M.
Hiremath, V. B.
Keri, R. S.
Harisha, R. S.
Halligudi, S. B.
CANADIAN JOURNAL OF CHEMISTRY, 2008, 86 (11) : 1030 - 1033
[42] Synthesis and Transformations of 4-Phosphorylated 2-Alkyl(aryl)-5-hydrazinooxazoles
V. S. Brovarets
R. N. Vydzhak
S. G. Pil'o
K. V. Zyuz'
B. S. Drach
Russian Journal of General Chemistry, 2001, 71 : 1726 - 1728
[43] Synthesis and transformations of 4-phosphorylated 2-alkyl(aryl)-5-hydrazinooxazoles
Brovarets, VS
Vydzhak, RN
Pil'o, SG
Zyuz', KV
Drach, BS
RUSSIAN JOURNAL OF GENERAL CHEMISTRY, 2001, 71 (11) : 1726 - 1728
[44] SYNTHESIS OF 3-(ALKYLIDENEAMINO)-2-ALKYL(ARYL)-4,5-DIHYDROOXAZOLES
GADZHIEV, GY
BUDAGOV, VA
VEISOV, KV
ZHURNAL ORGANICHESKOI KHIMII, 1977, 13 (09): : 1944 - 1947
[45] Asymmetric synthesis of an MMP-3 inhibitor incorporating a 2-alkyl succinate motif
Ashcroft, CP
Challenger, S
Derrick, AM
Storey, R
Thomson, NM
ORGANIC PROCESS RESEARCH & DEVELOPMENT, 2003, 7 (03) : 362 - 368
[46] 2-Alkyl substituted 2,3,1-benzodiazaborine
Robinson, Paul D.
Groziak, Michael P.
Chen, Liya
Acta Crystallographica, Section C: Crystal Structure Communications, 1998, 54 (pt 1): : 71 - 73
[47] Benzannulation for the Regiodefined Synthesis of 2-Alkyl/Aryl-1-naphthols: Total Synthesis of Arnottin I
Mal, Dipakranjan
Jana, Amit Kumar
Mitra, Prithiba
Ghosh, Ketaki
JOURNAL OF ORGANIC CHEMISTRY, 2011, 76 (09): : 3392 - 3398
[48] Nano-Ni(II)/Y Zeolite Catalyzed Synthesis of 2-Aryl- and 2-Alkyl Benzimidazoles Under Solvent-Free Conditions
Mobinikhaledi, A.
Zendehdel, M.
Goudarzi, F.
Bardajee, G. Rezanejade
SYNTHESIS AND REACTIVITY IN INORGANIC METAL-ORGANIC AND NANO-METAL CHEMISTRY, 2016, 46 (10) : 1526 - 1531
[49] One-pot synthesis of 2-alkyl cycloketones on bifunctional Pd/ZrO2 catalyst
Xue, Weiyang
Gu, Bin
Wu, Huiling
Liu, Mengyang
He, Songbo
Li, Jingmei
Rong, Xin
Sun, Chenglin
APPLIED CATALYSIS A-GENERAL, 2021, 616 (616)
[50] A 2-alkyl substituted 2,3,1-benzodiazaborine
Robinson, PD
Groziak, MP
Chen, L
ACTA CRYSTALLOGRAPHICA SECTION C-CRYSTAL STRUCTURE COMMUNICATIONS, 1998, 54 : 71 - 73

← 1 2 3 4 5 →