Electrochemical-induced hydroxylation of aryl halides in the presence of Et3N in water

Author(s):  
Li Yang ◽  
Qinglong Zhuang ◽  
Mei Wu ◽  
Hua Long ◽  
Lin Chen ◽  
...  

A thorough study of mild and environmentally friendly electrochemical-induced hydroxylation of aryl halides is presented without catalyst. The best protocol consists of hydroxylation of different aryl iodides and aryl bromides...

Molecules ◽  
2020 ◽  
Vol 25 (5) ◽  
pp. 1084 ◽  
Author(s):  
Maria S. Lyakhovich ◽  
Alexei D. Averin ◽  
Olga K. Grigorova ◽  
Vitaly A. Roznyatovsky ◽  
Olga A. Maloshitskaya ◽  
...  

The comparison of the possibilities of Pd- and Cu-catalyzed amination reactions using fluorine-containing aryl bromides and iodides with oxadiamines to produce their N,N′-diaryl derivatives was carried out. The dependence of the reactivity of the aryl halides on the nature of the substituents and halogen atoms as well as on the structure of oxadiamines was investigated. It was found that the copper-catalyzed reactions were somewhat comparable with the palladium-mediated processes in the majority of cases, especially in the reactions with para-fluorine- and para-(trifluoromethyl)-substituted aryl halides, although the necessity to use aryl iodides in the Cu(I)-catalyzed amination was obvious. Pd catalysis was found inevitable for the successful amination of more sterically hindered ortho-(trifluoromethyl)aryl bromides.


2000 ◽  
Vol 65 (1) ◽  
pp. 169-175 ◽  
Author(s):  
Carsten Bolm ◽  
Jens P. Hildebrand
Keyword(s):  

2020 ◽  
Vol 18 (9) ◽  
pp. 1754-1759 ◽  
Author(s):  
Aya Ismael ◽  
Troels Skrydstrup ◽  
Annette Bayer

A new protocol for carbonylative coupling of sterically hindered aryl bromides with boronic acids featuring slow addition of the boronic acid as a strategy to suppress unwanted non-carbonylative couplings for sterically hindered aryl bromides.


1978 ◽  
Vol 7 (2) ◽  
pp. 191-192 ◽  
Author(s):  
Kentaro Takagi ◽  
Naomi Hayama ◽  
Tadashi Okamoto

ChemInform ◽  
2008 ◽  
Vol 39 (33) ◽  
Author(s):  
Hariharasarma Maheswaran ◽  
Gaddamanugu Gopi Krishna ◽  
Vandanapu Srinivas ◽  
Kurushunkal Leon Prasanth ◽  
Chinamukthevi Venkata Rajasekhar

2022 ◽  
Author(s):  
Stephen Ting ◽  
Wendy Williams ◽  
Abigail Doyle

The oxidative addition of aryl halides to bipyridine- or phenanthroline-ligated nickel(I) is a commonly proposed step in nickel catalysis. However, there is a scarcity of complexes of this type that both are well-defined and undergo oxidative addition with aryl halides, hampering organometallic studies of this process. We report the synthesis of a well-defined Ni(I) complex, [(CO2Etbpy)NiCl]4 (1). Its solution-phase speciation is characterized by a significant population of monomer and a redox equilibrium that can be perturbed by π-acceptors and σ-donors. 1 reacts readily with aryl bromides, and mechanistic studies are consistent with a mechanism proceeding through an initial Ni(I) → Ni(III) oxidative addition. Such a process was demonstrated stoichiometrically for the first time, affording a structurally characterized Ni(III) aryl complex.


Synlett ◽  
2017 ◽  
Vol 28 (15) ◽  
pp. 1873-1884 ◽  
Author(s):  
Yasunori Minami ◽  
Tamejiro Hiyama ◽  
Takeshi Komiyama

The silicon-based cross-coupling reaction has attracted much attention over recent decades because there are many advantages in using organosilicon compounds. However, the use of reagents with a triorganosilyl group as a key function remains to be established. This account summarizes our recent progress in cross-coupling chemistry with such silyl reagents.1 Introduction2 Preparation of HOMSi Reagents from Aryl Bromides and Disilanes3 HOMSi Reagents from Heteroaromatics and Hydrosilanes4 Cross-Coupling Polymerization with HOMSi Reagents5 Cross-Coupling with Aryl(triethyl)silanes6 Amination of Aryl Halides with N-TMS-Amines7 Conclusion and Perspective


2019 ◽  
Author(s):  
Hao Wang ◽  
yuzhen gao ◽  
Chunlin Zhou ◽  
Gang Li

The first example of visible-light-driven reductive carboarylation of styrenes with CO<sub>2</sub> and aryl halides in a regioselective manner has been achieved. A broad range of aryl iodides and bromides were compatible with this reaction. <a>Moreover, pyridyl halides, alkyl halides and even aryl chlorides were also viable with this method.</a> These findings may stimulate the exploration of novel visible-light-driven Meerwein arylation-addition reactions with user-friendly aryl halides as the radical sources and the photocatalytic utilization of CO<sub>2.</sub>


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