Substituted 1-(isoxazol-3-yl)methyl-1H-1,2,3-triazoles: Synthesis, palladium(II) complexes, and high-turnover catalysis in aqueous media

被引：17

作者：

Bumagin, Nikolay A. ^{[1
]}

Kletskov, Alexey V. ^{[2
]}

Petkevich, Sergey K. ^{[2
]}

Kolesnik, Iryna A. ^{[2
]}

Lyakhov, Alexander S. ^{[3
]}

Ivashkevich, Ludmila S. ^{[3
]}

Baranovsky, Alexander V. ^{[4
]}

Kurman, Peter V. ^{[4
]}

Potkin, Vladimir I. ^{[2
]}

机构：

[1] Moscow MV Lomonosov State Univ, Chem Dept, Leninskie Gory 1-3, Moscow 119991, Russia

[2] Natl Acad Sci Belarus, Inst Phys Organ Chem, Surganova Str 13, Minsk 220072, BELARUS

[3] Belarusian State Univ, Res Inst Phys Chem Problems, Leningradskaya Str 14, Minsk 220006, BELARUS

[4] Natl Acad Sci Belarus, Inst Bioorgan Chem, Academician VF Kuprevich Str 5-2, Minsk 222141, BELARUS

来源：

TETRAHEDRON | 2018年 / 74卷 / 27期

基金：

俄罗斯基础研究基金会;

关键词：

Ligand design; Palladium; Isoxazole; 1,2,3-Triazole; Catalysis; Cross-coupling; TRANSITION-METAL-COMPLEXES; SUZUKI-MIYAURA REACTION; ORGANOMETALLIC COMPOUNDS; ORGANOBORON COMPOUNDS; EFFICIENT CATALYST; ORGANIC HALIDES; ARYL-HALIDES; BASIS-SETS; ISOXAZOLE; DERIVATIVES;

D O I：

10.1016/j.tet.2018.05.016

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

New substituted 34(1H-1,2,3-triazol-1-yl)methyl)-5-arylisoxazoles (aryl = Ph, p-Tol) and 2-(5- phenylisoxazol-3-yl)-5-(2414(5-(p-tolyl)isoxazol-3-yl)methyl)-1H-1,2,3-triazol-4-yl)ethyl)-1,3,4-oxadiazole were synthesized by means of click-chemistry procedures. The obtained compounds were used as ligands in preparation of palladium(II) complexes, and the latter proved to be high-turnovernumber catalysts for C-C cross-coupling reactions under Green Chemistry conditions. One of the ligands was structurally characterized by single crystal X-ray diffraction, and the structure of complexes was determined by H-1, C-13, N-15 NMR spectroscopy and quantum-chemical modeling. (C) 2018 Elsevier Ltd. All rights reserved.

引用

页码：3578 / 3588

页数：11

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