N‐Heterocyclic Carbenes and N‐Heterocycles as Synthetic Reagents and Building Blocks
N‐heterocyclic carbenes (NHCs) have widespread applications in synthesis as organocatalysts or ligands for organometallic complexes. This Mini‐review article focuses on an important but often neglected area of their chemistry, where NHCs and their N‐heterocyclic precursors or derivatives have been used as stoichiometric reagents or building blocks in ...
Emily Jacobs, Thanh Vinh Nguyen
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Recent Applications of Sulfonium Salts in Synthesis and Catalysis
This review summarizes the recent developments on the synthetic applications of sulfonium salts with an emphasis on the description of the operating mechanistic pathways. Abstract The use of sulfonium salts in organic synthesis has experienced a dramatic increase during the last years that can arguably be attributed to three main factors; the ...
Sven Timmann, Zeyu Feng, Manuel Alcarazo
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Pioneering Metal‐Free Late‐Stage C−H Functionalization Using Acridinium Salt Photocatalysis
Organic dyes are powerful photocatalysts in organic transformations due to their availability, adaptable absorption, and diverse structures. Acridinium‐based organo‐photocatalysts, notable for visible light responsiveness, efficiently functionalize inert C−H bonds under mild conditions without transition metals.
Shyamal Kanti Bera, Andrea Porcheddu
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The vicinal (hetero)aryl functionalization of unactivated alkenes through radical addition of a functional group followed by remote (hetero)aryl migration provides a valuable tactic to install an aromatic ring at a specific position. The migratory (hetero)aromatic ring can be initially tethered to either the alkene or the radical precursor. This review
Sébastien Meyer, Aurélie Claraz
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Synthetic Strategies and Applications of Fluorine‐Containing Bridged Bicyclic Compounds
This Concept aims to highlight the recent advancements in the synthesis of fluorine‐containing bridged bicyclic compounds (BBCs). The synthetic strategies have been categorized based on the position of functionalization (i. e. bridge or bridgehead), as well as in the type of F‐containing motif introduced in the bicyclic core.
Simone Baldon +2 more
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Electrophilic trifluoromethylthiolation of thiols with trifluoromethanesulfenamide
Efficient and highly selective, metal-free, acid promoted synthesis of trifluoromethyl disulfides from thiols and PhNHSCF3 is described.
Marjan Jereb, Darko Dolenc
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Synthesis of Fluorinated Spiroindolenines by Transition Metal‐Catalyzed Indole Dearomatizations
Abstract A strategy to access fluorinated spiroindolenines has been developed, involving a selective functionalization of indoles with fluorinated moieties and subsequent catalytic dearomatization. Trifluomethylthio (SCF3), diethyl phosphono(difluoromethyl)thio (SCF2P(O)(OEt)2) and (phenylsulfonyl)difluoromethyl (CF2SO2Ph) groups were embedded at the ...
Floris Buttard +6 more
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A photocatalyzed (3+2) cycloaddition has been developed for the synthesis of multi‐substituted α‐SCF3 and α‐SCF2H cyclopentanones. The strengths are multiple including green aspects (atom‐economy, photocatalysis, continuous microflow synthesis). Each step of the reaction mechanism was deciphered by DFT calculations.
Nicolas Marie +3 more
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Trifluoromethylthiolation of Tryptophan and Tyrosine Derivatives: A Tool for Enhancing the Local Hydrophobicity of Peptides. [PDF]
Gregorc J +4 more
europepmc +1 more source
Transition-metal-catalyzed C-H bond activation as a sustainable strategy for the synthesis of fluorinated molecules: an overview. [PDF]
Monsigny L, Doche F, Besset T.
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