Cross-Coupling of Ketone Enolates with Grignard and Zinc Reagents with First-Row Transition Metal Catalysts

ACS Catalysis ◽  
2021 ◽  
pp. 5736-5761
Author(s):  
Youssef Nassar ◽  
Fabien Rodier ◽  
Vincent Ferey ◽  
Janine Cossy
RSC Advances ◽  
2017 ◽  
Vol 7 (78) ◽  
pp. 49436-49439 ◽  
Author(s):  
Chao Shen ◽  
Ming Yang ◽  
Jun Xu ◽  
Chao Chen ◽  
Kai Zheng ◽  
...  

A simple and efficient approach is established for the iodobenzene-catalyzed synthesis of aryl sulfonate esters from aminoquinolines via remote radical C–O cross-coupling in the absence of any transition metal catalysts.


2017 ◽  
Vol 4 (6) ◽  
pp. 1116-1120 ◽  
Author(s):  
Jun Xu ◽  
Li Qiao ◽  
Beibei Ying ◽  
Xiaolei Zhu ◽  
Chao Shen ◽  
...  

A simple low-energy and efficient method is established for the synthesis of C5-selective perfluoroalkylation quinolines in the absence of any transition metal catalysts.


Synthesis ◽  
2021 ◽  
Author(s):  
Baosheng Wei ◽  
Paul Knochel

Cross-couplings involving organozinc reagents require usually a Pd-catalysis (Negishi cross-coupling), however, uncatalyzed cross-couplings of zinc organometallics proceed well in the absence of transition-metal catalysts with reactive electrophiles such as benzal 1,1-diacetates, benzhydryl acetates, and iminium trifluoroacetates. Also, organozinc compounds undergo C-N bond formations with O-benzoylhydroxylamines or organic azides in the presence of cobalt- or iron-catalysts. Besides, highly diastereoselective and enantioselective cross-couplings can be readily performed with room-temperature configurationally stable alkylzinc species producing diastereoselectively and enantiomerically enriched products. Finally, highly regioselective magnesiations of functionalized arenes and heteroarenes undergo Negishi (after transmetalation with ZnCl2) or Cu-catalyzed cross-couplings. 1 Introduction 2 Uncatalyzed Cross-Couplings of Organozinc Reagents with Highly Electrophilic Partners 3 Iron- and Cobalt-catalyzed Aminations Using Organozinc Reagents 4 Stereo- and Regioselective Cross-couplings of Organozinc Reagents 5 Conclusion


2016 ◽  
Vol 12 ◽  
pp. 2250-2255 ◽  
Author(s):  
Cui Chen ◽  
Weibing Liu ◽  
Peng Zhou

A TBHP-mediated dehydrogenative cross-oxidative-coupling approach has been developed for the synthesis of N-arylbenzamides from methylarenes and acetanilides. This cross-coupling method is free of transition metal catalysts and ligands, and no extra organic solvents are required, which make it an useful and attractive strategy for the straightforward construction of C–N bonds. Besides, this conversion is an important complement to the conventional C–N forming strategies.


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