Importance of some factors on the Suzuki-Miyaura cross-coupling reaction

被引:11
作者
Akkoc, Senem [1 ]
机构
[1] Suleyman Demirel Univ, Dept Basic Pharmaceut Sci, Isparta, Turkey
关键词
carbon– carbon coupling; catalyst; Suzuki‐ Miyaura; ELECTROPHILIC DISPLACEMENT-REACTIONS; PALLADIUM NANOPARTICLES; BENZIMIDAZOLIUM SALTS; EFFICIENT CATALYST; HIGHLY EFFICIENT; PD NANOPARTICLES; AQUEOUS-PHASE; COMPLEX; PROTODEBORONATION; LIGAND;
D O I
10.1002/jccs.202000351
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
This review was designed to give an overview of the significant parameters in Suzuki-Miyaura coupling (SMC) reactions, which are a powerful tool for the formation of the carbon-carbon (C-C) bond. Since the SMC reaction depends on factors such as solvent, base, temperature, time, catalyst amount, substituent in aryl halides, and molar ratios of the substrates, all these parameters should be screened for a successful SMC reaction. After finding the optimum reaction conditions, the SMC reaction's products of boronic acid derivatives with aryl halides can be obtained in high yields.
引用
收藏
页码:942 / 951
页数:10
相关论文
共 84 条
[1]   Ligand-free Suzuki-Miyaura coupling using ruthenium(0) nanoparticles and a continuously irradiating microwave system [J].
Akiyama, Toshiki ;
Taniguchi, Takahisa ;
Saito, Nozomi ;
Doi, Ryohei ;
Honma, Tetsuo ;
Tamenori, Yusuke ;
Ohki, Yuuta ;
Takahashi, Naoyuki ;
Fujioka, Hiromichi ;
Sato, Yoshihiro ;
Arisawa, Mitsuhiro .
GREEN CHEMISTRY, 2017, 19 (14) :3357-3369
[2]   N-heterocyclic carbene Pd(II) complex supported on Fe3O4@SiO2: Highly active, reusable and magnetically separable catalyst for Suzuki-Miyaura cross-coupling reactions in aqueous media [J].
Akkoc, Mitat ;
Bugday, Nesrin ;
Altin, Serdar ;
Kiraz, Nadir ;
Yasar, Sedat ;
Ozdemir, Ismail .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2021, 943
[3]   Carbon-carbon bond formation catalyzed by PEPPSI Pd-NHC [J].
Akkoc, Senem ;
Ilhan, Ilhan Ozer ;
Gok, Yetkin ;
Kayser, Veysel .
INORGANICA CHIMICA ACTA, 2017, 461 :52-56
[4]   In situ Generation of Efficient Palladium N-heterocyclic Carbene Catalysts Using Benzimidazolium Salts for the Suzuki-Miyaura Cross-coupling Reaction [J].
Akkoc, Senem ;
Gok, Yetkin ;
Ilhan, Ilhan Ozer ;
Kayser, Veysel .
CURRENT ORGANIC SYNTHESIS, 2016, 13 (05) :761-766
[5]   N-Methylphthalimide-substituted benzimidazolium salts and PEPPSI Pd-NHC complexes: synthesis, characterization and catalytic activity in carbon-carbon bond-forming reactions [J].
Akkoc, Senem ;
Gok, Yetkin ;
Ilhan, Ilhan Ozer ;
Kayser, Veysel .
BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY, 2016, 12 :81-88
[6]  
[Anonymous], 2019, CUMHUR SCI J, DOI DOI 10.17776/csj.613060
[7]   Mono-and dinuclear cyclopalladates as catalysts for Suzuki-Miyaura cross-coupling reactions in predominantly aqueous media [J].
Babu, G. Narendra ;
Pal, Samudranil .
TETRAHEDRON LETTERS, 2017, 58 (10) :1000-1005
[8]   Catalysts for Suzuki-Miyaura coupling processes: Scope and studies of the effect of ligand structure [J].
Barder, TE ;
Walker, SD ;
Martinelli, JR ;
Buchwald, SL .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (13) :4685-4696
[9]   The Suzuki-Miyaura reaction after the Nobel prize [J].
Beletskaya, Irina P. ;
Alonso, Francisco ;
Tyurin, Vladimir .
COORDINATION CHEMISTRY REVIEWS, 2019, 385 :137-173
[10]  
Blakemore D, 2016, RSC DRUG DISCOV, V52, P1