organozinc reagents
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2021 ◽  
Author(s):  
Anton A. Gladkov ◽  
Grigory N. Chernov ◽  
Vitalij V. Levin ◽  
Vladimir A. Kokorekin ◽  
Alexander D. Dilman

Author(s):  
Christin Kirst ◽  
Jonathan Tietze ◽  
Marian Ebeling ◽  
Lukas Horndasch ◽  
Konstantin Karaghiosoff
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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


Synthesis ◽  
2021 ◽  
Author(s):  
Alexander Kremsmair ◽  
Simon Graßl ◽  
Christoph Joachim Benedikt Seifert ◽  
Edouard Godineau ◽  
Paul Knochel

Various substituted and unsubstituted N-heterocyclic chlorides have been converted into their corresponding organozinc species using zinc dust in the presence of zinc pivalate and 10% CoCl2 in benzonitrile at 25 °C. The resulting heteroarylzinc reagents were obtained in 43–98% yield within 9–48 h and reacted with a range of electrophiles, leading to the functionalized heteroarenes.


Author(s):  
Gabriele Menges-Flanagan ◽  
Eva Deitmann ◽  
Lars Gössl ◽  
Christian Hofmann ◽  
Patrick Löb

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