Catalyst-free electrochemical decarboxylative cross-coupling of N-hydroxyphthalimide esters and N-heteroarenes towards C(sp3)–C(sp2) bond formation

2019 ◽  
Vol 55 (99) ◽  
pp. 14922-14925 ◽  
Author(s):  
Yichang Liu ◽  
Liwei Xue ◽  
Biyin Shi ◽  
Faxiang Bu ◽  
Dan Wang ◽  
...  
Keyword(s):  
Bond Formation ◽  
Cross Coupling ◽  
Catalyst Free ◽  
Promising Strategy ◽  
Kolbe Reaction

We formed C(sp3)–C(sp2) bonds under electrochemical conditions by using NHP esters and N-heteroarenes without any catalysts. Our approach could be a complement to the Kolbe reaction and a promising strategy for finding more new reactions.

Design and Development of Fe-Catalyzed Intra- and Intermolecular Carbofunctionalization of Vinyl Cyclopropanes

2019 ◽  
Author(s):  
Lei Liu ◽  
Wes Lee ◽  
Mingbin Yuan ◽  
Chris Acha ◽  
Michael B. Geherty ◽  
...  
Keyword(s):  
Bond Formation ◽  
Cross Coupling ◽  
Alkyl Halides ◽  
Grignard Reagents ◽  
Mechanistic Studies ◽  
Radical Intermediates ◽  
Design And Implementation ◽  
Solvent Cage ◽  
Radical Cascade ◽  
Radical Processes

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.

Recent Advances in C–Br Bond Formation

Synlett ◽  
2021 ◽  
Author(s):  
Ying-Yeung Yeung ◽  
Jonathan Wong
Keyword(s):  
Organic Synthesis ◽  
Aromatic Compounds ◽  
Bond Formation ◽  
Cross Coupling ◽  
Catalytic Site ◽  
Atom Transfer ◽  
Bond Forming ◽  
Recent Advances ◽  
Catalytic Asymmetric ◽  
Site Selective

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

11C–C Bond Formation via Negishi Cross-Coupling

Synfacts ◽  
2018 ◽  
Vol 14 (07) ◽  
pp. 0736
Keyword(s):  
Bond Formation ◽  
Cross Coupling

Nano-Structured Metal Chalcogenides as Reagents for the Catalytic Carbon–Sulfur Bond Formation in Cross-Coupling Reaction

2013 ◽  
Vol 56 (13-14) ◽  
pp. 1246-1252 ◽  
Author(s):  
Alexey S. Kashin ◽  
Valentine P. Ananikov
Keyword(s):  
Bond Formation ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Metal Chalcogenides ◽  
Cross Coupling Reaction ◽  
Sulfur Bond

Aryl-Aryl Bond Formation by the Fluoride-Free Cross-Coupling of Aryldisiloxanes with Aryl Bromides

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 ◽  
...  
Keyword(s):  
Bond Formation ◽  
Cross Coupling ◽  
Aryl Bromides

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
Keyword(s):  
Bond Formation ◽  
Cross Coupling ◽  
Systematic Analysis

Catalyst-Free Addition in C—N Bond Formation

2012 ◽  
pp. 1
Author(s):  
N. Mase
Keyword(s):  
Bond Formation ◽  
Catalyst Free
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