scholarly journals Palladium(II)-catalyzed Heck reaction of aryl halides and arylboronic acids with olefins under mild conditions

2013 ◽  
Vol 9 ◽  
pp. 1578-1588 ◽  
Author(s):  
Tanveer Mahamadali Shaikh ◽  
Fung-E Hong

A series of general and selective Pd(II)-catalyzed Heck reactions were investigated under mild reaction conditions. The first protocol has been developed employing an imidazole-based secondary phosphine oxide (SPO) ligated palladium complex (6) as a precatalyst. The catalytic coupling of aryl halides and olefins led to the formation of the corresponding coupled products in excellent yields. A variety of substrates, both electron-rich and electron-poor olefins, were converted smoothly to the targeted products in high yields. Compared with the existing approaches employing SPO–Pd complexes in a Heck reaction, the current strategy features mild reaction conditions and broad substrate scope. Furthermore, we described the coupling of arylboronic acids with olefins, which were catalyzed by Pd(OAc)2 and employed N-bromosuccinimide as an additive under ambient conditions. The resulted biaryls have been obtained in moderate to good yields.

2020 ◽  
Vol 43 (1) ◽  
pp. 184-199
Author(s):  
Mohammad Abdollahi-Alibeik ◽  
Najmeh Gharibpour ◽  
Zahra Ramazani

AbstractA palladium complex of a dendrimer type ligand of aminoethylacrylamide immobilized onto the mesoporous channels of MCM-41 with magnetic core was prepared and characterized using various techniques such as XRD, TEM, BET, FT-IR, TGA, and VSM. The prepared nanostructured material was found as a magnetically recoverable catalyst for Heck reaction of aryl halides and vinylic C–H. The catalyst is easily recoverable with an external magnet and is reusable with different leaching amounts depending to loading of Pd. A hot filtration test was also performed and gave evidence that Palladium in heterogeneous samples can dissolve and then redeposit on the surface of the support material.


Catalysts ◽  
2019 ◽  
Vol 9 (1) ◽  
pp. 105
Author(s):  
Runsheng Xu ◽  
Yueer Zhu ◽  
Feixiang Xiong ◽  
Suli Tong

A copper-catalyzed direct sulfoxidation reaction by C(sp3)–H bond activation has been developed. Starting from sample aromatic methyl thioethers with aryl halides, versatile biologically-active arylbenzylsulfoxide derivatives were efficiently synthesized in good to high yields under mild conditions. This new methodology provides an economical approach toward C(sp3)–C(sp2) bond formation.


2002 ◽  
Vol 2002 (11) ◽  
pp. 562-563 ◽  
Author(s):  
Xingliang Zheng ◽  
Yongmin Zhang

An efficient synthesis of biaryls from various aryl halides has been developed and investigated. The coupling reagent is a catalytic mixture of anhydrous NiCl2 and PPh3 in the presence of metallic samarium. The reaction occurs rapidly under mild conditions, tolerates a variety of functional groups with high yields.


Synlett ◽  
2019 ◽  
Vol 30 (19) ◽  
pp. 2161-2168
Author(s):  
Fangyu Du ◽  
Qifan Zhou ◽  
Yang Fu ◽  
Yuanguang Chen ◽  
Ying Wu ◽  
...  

Herein, we report the natural ligand quebrachitol (QCT) as a promoter for a Cu(II) catalyst, which is highly effective for N-arylation of various amines and related aryl halides. A series of diarylamine derivatives were obtained in high yields by using diethylene glycol (DEG) as both ligand and solvent. The C–N coupling reactions proceed under mild conditions and exhibit good functional group tolerance.


2008 ◽  
Vol 2008 ◽  
pp. 1-4 ◽  
Author(s):  
Alireza Hasaninejad ◽  
Abdolkarim Zare ◽  
Ahmad Reza Moosavi-Zare ◽  
Fatemeh Khedri ◽  
Rahimeh Rahimi ◽  
...  

Aza-conjugate addition of phthalimide to α,β-unsaturated esters efficiently achieves in the presence of catalytic amount of Cs2CO3 and ionic liquid 1-butyl-3-methylimidazolium bromide ([bmim]Br) under mild reaction conditions (70°C) to afford N-alkyl phthalimides in high yields and relatively short reaction times.


2012 ◽  
Vol 2012 ◽  
pp. 1-8 ◽  
Author(s):  
Diego M. Ruiz ◽  
Juan C. Autino ◽  
Nancy Quaranta ◽  
Patricia G. Vázquez ◽  
Gustavo P. Romanelli

We report a suitable quinoxaline synthesis using molybdophosphovanadates supported on commercial alumina cylinders as catalysts. These catalysts were prepared by incipient wetness impregnation. The catalytic test was performed under different reaction conditions in order to know the performance of the synthesized catalysts. The method shows high yields of quinoxaline derivatives under heterogeneous conditions. Quinoxaline formation was obtained using benzyl,o-phenylenediamine, and toluene as reaction solvent at room temperature. The CuH2PMo11VO40supported on alumina showed higher activity in the tested reaction. Finally, various quinoxalines were prepared under mild conditions and with excellent yields.


2006 ◽  
Vol 20 (12) ◽  
pp. 855-868 ◽  
Author(s):  
Florian Berthiol ◽  
Henri Doucet ◽  
Maurice Santelli

ChemInform ◽  
2010 ◽  
Vol 28 (23) ◽  
pp. no-no
Author(s):  
K. A. SMITH ◽  
E. M. CAMPI ◽  
W. R. JACKSON ◽  
S. MARCUCCIO ◽  
C. G. M. NAESLUND ◽  
...  

2020 ◽  
Vol 17 (7) ◽  
pp. 507-511
Author(s):  
Jafar Akbari ◽  
Alireza Akbari Meyestani

Sonochemical oxidative-coupling of formamides with 1,3-dicarbonyl compounds in the corresponding carbamates by CuO nanoparticles as a catalyst and tert-butyl hydroperoxide (TBHP) as an oxidant has been reported. Various derivatives of enol carbamates were synthesized with good to high yields under the optimized reaction conditions. Compared with conventional methods, the main advantage of this method is mild conditions.


2010 ◽  
Vol 113-116 ◽  
pp. 1675-1678
Author(s):  
Yan Hua Zhang ◽  
E Yu Ji ◽  
Song Tao Chen ◽  
Da Min Tian

The Heck reaction proceeded in isopropanol under ultrasonic irradiation at ambient temperature (30°C) has been reported in this report. The Heck reaction showed excellent regio- selectivity, enhanced reaction rates, high yields, and the conditions were mild and environmentally friendly. It was found that as a heterogeneous catalyst for the reaction palladium forms nano- particles in-situ, and can be recycled for many times. Transmission electron microscopy (TEM) and X-ray powder diffraction (XRD) analysis characteried the formation of stable, crystalline Pd(0) nanoparticles as catalyst for the reaction.


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