scholarly journals Ni/Pd-catalyzed Suzuki–Miyaura cross-coupling of alcohols and aldehydes and C–N cross-coupling of nitro and amines via domino redox reactions: base-free, hydride acceptor-free

RSC Advances ◽  
2020 ◽  
Vol 10 (72) ◽  
pp. 43962-43974
Author(s):  
Milad Kazemnejadi ◽  
Rebin Omer Ahmed ◽  
Boshra Mahmoudi

A new Ni/Pd bimetallic multifunctional catalytic system has been developed for the domino Suzuki–Miyaura cross-coupling of benzyl alcohols with phenyl boronic acid and domino reduction C–N cross-coupling of the nitro compounds with aryl halides.

RSC Advances ◽  
2017 ◽  
Vol 7 (73) ◽  
pp. 46022-46027 ◽  
Author(s):  
Armaqan Khosravi ◽  
Javad Mokhtari ◽  
Mohammad Reza Naimi-Jamal ◽  
Sharareh Tahmasebi ◽  
Leila Panahi

Nanoporous Cu2(BDC)2(BPY)–MOF was used as efficient and reusable heterogeneous catalyst to effect the aerobic cross-coupling of aromatic amines and phenyl boronic acid (Chan–Lam Coupling).


Catalysts ◽  
2019 ◽  
Vol 9 (9) ◽  
pp. 718
Author(s):  
Zahid Hussain ◽  
Cristiane Schwalm ◽  
Raoní Rambo ◽  
Renieidy Dias ◽  
Rafael Stieler ◽  
...  

The present work describes the synthesis of mono- and bis-pyrazole compounds bearing flexible p-tolyl ether and rigid 4,5-dibromo-2,7-di-tert-butyl-9,9-dimethyl-9H-xanthene backbones as pyrazolyl analogues of DPEphos and Xantphos ligands, respectively. The synthesis of new pyrazolyl analogues was accomplished following an Ullmann coupling protocol, and the resulting products were isolated in overall good yields. In addition, a hybrid imidazolyl–pyrazolyl analogue bearing a xanthene backbone was synthesized using the same protocol, whereas a hybrid selanyl–pyrazolyl analogue with a xanthene backbone was synthesized in a good yield employing a second C–H activation step. The symmetrical bis-pyrazolyl and the hybrid imidazolyl–pyrazolyl analogues were found to be the most active among the new ligands evaluated in the Pd-catalysed Suzuki-Miyaura cross-coupling of aryl halides with aryl boronic acids. A simple catalytic system based on Pd(OAc)2/2a was developed, which efficiently catalyses the Suzuki–Miyaura reaction of aryl halides and aryl boronic acids and provides moderate to excellent yields of the corresponding cross-coupling products.


2019 ◽  
Author(s):  
Racha Abed Ali Abdine ◽  
Anna Walczak ◽  
Sultan Abu A Aeash ◽  
Gracjan Kurpik ◽  
Artur R. Stefankiewicz ◽  
...  

Ambidentate ligand pyridyldiketones were used in combination with copper to catalyze maintain of aryl halides under very mild temperatures. This novel catalytic system allow efficient coupling in one of the smoothest conditions ever reported in literature.


2019 ◽  
Author(s):  
Meifeng Wang ◽  
Gan Zhu ◽  
Yiqun Li ◽  
Liuqun Gu

Arylboronic acids were widely used as efficient catalysts in direct amide formation and other organic transformations. Surprisingly, reports on their use as catalysts in carbohydrates synthesis are very rare even though boron acid-diol complexation was extensively investigated in molecular recognition for saccharides and so on. Here we developed an efficient arylboronic acids catalyzed dimerization of glucosamines forming deoxyfructosazine which is important compound in pharmaceutical and food industries, against a commonly held belief that excess amount of phenyl boronic acid (or boric acid) is a must. A catalytic mechanism was also proposed and arylboronic acids instead of their boronates was identified as catalysts.


2019 ◽  
Author(s):  
Randolph Escobar ◽  
Jeffrey Johannes

<div>While carbon-heteroatom cross coupling reactions have been extensively studied, many methods are specific and</div><div>limited to a set of substrates or functional groups. Reported here is a method that allows for C-O, C-N and C-S cross coupling reactions under one general methodology. We propose that an energy transfer pathway, in which an iridium photosensitizer produces an excited nickel (II) complex, is responsible for the key reductive elimination step that couples aryl halides to 1° and 2° alcohols, anilines, thiophenols, carbamates and sulfonamides.</div>


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