Journal ArticleDOI
Palladium-Catalyzed N-Alkylation of Amides and Amines with Alcohols Employing the Aerobic Relay Race Methodology
TLDR
In this paper, a relay race mechanism was proposed for N-alkylation reactions of amines/amides with alcohols in the presence of ligand-free homogeneous palladium catalysts.Abstract:
Possibly because homogeneous palladium catalysts are not typical borrowing hydrogen catalysts and ligands are thus ineffective in catalyst activation under conventional anaerobic conditions, they had not been used in the N-alkylation reactions of amines/amides with alcohols in the past. By employing the aerobic relay race methodology with Pd-catalyzed aerobic alcohol oxidation being a more effective protocol for alcohol activation, ligand-free homogeneous palladiums are successfully used as active catalysts in the dehydrative N-alkylation reactions, giving high yields and selectivities of the alkylated amides and amines. Mechanistic studies implied that the reaction most probably proceeds via the novel relay race mechanism we recently discovered and proposed.read more
Citations
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Journal ArticleDOI
Advances in One-Pot Synthesis through Borrowing Hydrogen Catalysis
TL;DR: The objective of the present review is to give a global overview on the topic starting from those contributions published prior to the emergence of the BH concept to the most recent and current research under the term of BH catalysis.
Journal ArticleDOI
Substitution of alcohols by N-nucleophiles via transition metal-catalyzed dehydrogenation
Qin Yang,Qingfu Wang,Zhengkun Yu +2 more
TL;DR: This critical review summarizes the recent advances in "BH" substitution of alcohols by N-nucleophiles since 2009 and provides new principles for establishing green processes to replace the relevant traditional synthetic methods for C-N bond formation.
Journal ArticleDOI
Catalyst-free dehydrative α-alkylation of ketones with alcohols: green and selective autocatalyzed synthesis of alcohols and ketones.
TL;DR: These catalyst-free autocatalyzed alkylation methods can efficiently afford useful alkylated ketone or alcohol products in a one-pot manner and on a large scale by C�C bond formation of the in situ generated intermediates with subsequent controllable and selective Meerwein-Pondorf-Verley-Oppenauer-type redox processes.
Journal ArticleDOI
Green and Scalable Aldehyde-Catalyzed Transition Metal-Free Dehydrative N-Alkylation of Amides and Amines with Alcohols
TL;DR: In contrast to the borrowing hydrogen-type N-alkylation reactions, in which alcohols were activated by transition metal-catalyzed anaerobic dehydrogenation, the addition of external aldehydes was accidentally found to be a simple and effective protocol for alcohol activation as discussed by the authors.
Journal ArticleDOI
Pd‐Catalyzed Hydrogen‐Transfer Reactions from Alcohols to C=C, C=O, and C=N Bonds
TL;DR: In this article, Pd-catalyzed abstracting and borrowing hydrogen transfers from alcohols to C=C, C=O, and C=N bonds are discussed.
References
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Journal ArticleDOI
Palladium-Catalyzed Ligand-Directed C−H Functionalization Reactions
TL;DR: This is the first comprehensive review encompassing the large body of work in this field over the past 5 years, and will focus specifically on ligand-directed C–H functionalization reactions catalyzed by palladium.
Journal ArticleDOI
Palladium(II)-catalyzed C-H activation/C-C cross-coupling reactions: versatility and practicality.
TL;DR: A review of palladium-catalyzed coupling of CH bonds with organometallic reagents through a PdII/Pd0 catalytic cycle can be found in this paper.
Journal ArticleDOI
Rhodium-Catalyzed C-C Bond Formation via Heteroatom-Directed C-H Bond Activation
TL;DR: This review focuses on Rh-catalyzed methods for C-H bond functionalization, which have seen widespread success over the course of the last decade and are discussed in detail in the accompanying articles in this special issue of Chemical Reviews.
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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
Copper-mediated coupling reactions and their applications in natural products and designed biomolecules synthesis.
TL;DR: Using R-Hydroxy Stannanes as a Model for a Methylenation Reaction and Conclusions and Future Prospects are presented.