Alkyl−(Hetero)Aryl Bond Formation via Decarboxylative Cross-Coupling: A Systematic Analysis

2017 ◽  
Vol 129 (12) ◽  
pp. 3367-3371 ◽  
Author(s):  
Frederik Sandfort ◽  
Matthew J. O'Neill ◽  
Josep Cornella ◽  
Laurin Wimmer ◽  
Phil S. Baran
2017 ◽  
Vol 56 (12) ◽  
pp. 3319-3323 ◽  
Author(s):  
Frederik Sandfort ◽  
Matthew J. O'Neill ◽  
Josep Cornella ◽  
Laurin Wimmer ◽  
Phil S. Baran

Author(s):  
Lei Liu ◽  
Wes Lee ◽  
Mingbin Yuan ◽  
Chris Acha ◽  
Michael B. Geherty ◽  
...  

Design and implementation of the first (asymmetric) Fe-catalyzed intra- and intermolecular difunctionalization of vinyl cyclopropanes (VCPs) with alkyl halides and aryl Grignard reagents has been realized via a mechanistically driven approach. Mechanistic studies support the diffusion of the alkyl radical intermediates out of the solvent cage to participate in an intra- or -intermolecular radical cascade with the VCP followed by re-entering the Fe radical cross-coupling cycle to undergo selective C(sp2)-C(sp3) bond formation. Overall, we provide new design principles for Fe-mediated radical processes and underscore the potential of using combined computations and experiments to accelerate the development of challenging transformations.


Synlett ◽  
2021 ◽  
Author(s):  
Ying-Yeung Yeung ◽  
Jonathan Wong

AbstractOrganobromine compounds are extremely useful in organic synthesis. In this perspective, a focused discussion on some recent advancements in C–Br bond-forming reactions is presented.1 Introduction2 Selected Recent Advances2.1 Catalytic Asymmetric Bromopolycyclization of Olefinic Substrates2.2 Catalytic Asymmetric Intermolecular Bromination2.3 Some New Catalysts and Reagents for Bromination2.4 Catalytic Site-Selective Bromination of Aromatic Compounds2.5 sp3 C–H Bromination via Atom Transfer/Cross-Coupling3 Outlook


2011 ◽  
Vol 17 (47) ◽  
pp. 13230-13239 ◽  
Author(s):  
Christine M. Boehner ◽  
Elizabeth C. Frye ◽  
Kieron M. G. O'Connell ◽  
Warren R. J. D. Galloway ◽  
Hannah F. Sore ◽  
...  

2020 ◽  
Vol 56 (5) ◽  
pp. 790-793 ◽  
Author(s):  
Boya Feng ◽  
Yudong Yang ◽  
Jingsong You

Described herein is a palladium-catalyzed cross-coupling reaction between nitroarenes and terminal alkynes, offering a facile method for C(sp2)–C(sp) bond formation.


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