Journal ArticleDOI
Direct palladium-catalyzed alkenylation, benzylation and alkylation of ethyl oxazole-4-carboxylate with alkenyl-, benzyl- and alkyl halides.
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The ethyl oxazole-4-carboxylate was directly and regioselectivelyAlkenylated, benzylated and alkylated with alkenyl-, benzyl-, allyl- and alKYl halides in the presence of catalytic amounts of palladium acetate with caesium carbonate using Buchwald's JohnPhos ligand.Abstract:
The ethyl oxazole-4-carboxylate was directly and regioselectively alkenylated, benzylated and alkylated with alkenyl-, benzyl-, allyl- and alkyl halides in the presence of catalytic amounts of palladium acetate with caesium carbonate using Buchwald's JohnPhos ligand.read more
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Transition-metal-catalyzed direct arylation of (hetero)arenes by C-H bond cleavage.
TL;DR: P palladium and ruthenium catalysts have been described that enable the direct arylation of (hetero)arenes with challenging coupling partners--including electrophilic aryl chlorides and tosylates as well as simple arenes in cross-dehydrogenative arylations.
Journal ArticleDOI
Profound methyl effects in drug discovery and a call for new C-H methylation reactions.
Heike Schönherr,Tim Cernak +1 more
TL;DR: This Review focuses on so-called magic methyl effects on binding potency, where the seemingly mundane change of C�H to CMe improves the IC50 value of a drug candidate more than 100-fold.
Journal ArticleDOI
Metal-catalyzed direct alkylations of (hetero)arenes via C–H bond cleavages with unactivated alkyl halides
TL;DR: C-H bond functionalizations were accomplished with beta-hydrogen-containing alkyl halides in the presence of palladium, nickel or ruthenium catalysts under basic reaction conditions, rendering this approach an attractive alternative to traditional alkylation strategies.
Journal ArticleDOI
meta-Selective C-H bond alkylation with secondary alkyl halides
Nora Hofmann,Lutz Ackermann +1 more
TL;DR: Independently prepared cycloruthenated complexes were found to be catalytically active provided that a carboxylate ligand was present, thereby highlighting the key importance of car boxylate assistance for effective meta-selective C-H bond alkylations.
Journal ArticleDOI
Ruthenium-catalyzed regioselective direct alkylation of arenes with unactivated alkyl halides through C-H bond cleavage.
TL;DR: Findings are reported on the development of such C H bond functionalization reactions, which allowed for the efficient conversion of primary and secondary alkyl halides and proved applicable to neopentyl-substituted electrophiles.
References
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Journal ArticleDOI
Aryl-aryl bond formation by transition-metal-catalyzed direct arylation.
TL;DR: A number of improvements have developed the former process into an industrially very useful and attractive method for the construction of aryl -aryl bonds, but the need still exists for more efficient routes whereby the same outcome is accomplished, but with reduced waste and in fewer steps.
Journal ArticleDOI
Activation of c-h bonds by metal complexes
A. E. Shilov,Georgiy B. Shul'pin +1 more
TL;DR: In this article, it was shown that the same alkylhydridoplatinum(IV) complex is the intermediate in the reaction of ethane with platinum(II) σ-complexes.
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Understanding and exploiting C–H bond activation
Jay A. Labinger,John E. Bercaw +1 more
TL;DR: The recent development of promising catalytic systems highlights the potential of organometallic chemistry for useful C-H bond activation strategies that will ultimately allow us to exploit Earth's alkane resources more efficiently and cleanly as discussed by the authors.
Journal ArticleDOI
Ru-, Rh-, and Pd-Catalyzed C-C Bond Formation Involving C-H Activation and Addition on Unsaturated Substrates: Reactions and Mechanistic Aspects
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Catalytic Methods for C ? H Bond Functionalization: Application in Organic Synthesis
Fumitoshi Kakiuchi,Naoto Chatani +1 more
TL;DR: In this paper, a review of the results of these research activities with respect to the catalytic use of unreactive CH bonds in organic synthesis can be found, as well as a survey of catalytic reactions involving carbon-hydrogen bond cleavage.