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Relevant academic research and scientific papers

Synthesis of N-heterocyclic carbene-PdCl-[(2-Pyridyl)alkyl carboxylate] complexes and their catalytic activities towards arylation of (benzo)oxazoles with aryl bromides

Four well-defined N-heterocyclic carbene-PdCl-[(2-Pyridyl)alkyl carboxylate] complexes have been conveniently synthesized through bridge-cleavage reactions of [Pd(μ-Cl)(Cl)(NHC)]2 with (2-pyridyl)alkyl carboxylic acids [2-(pyridin-2-yl)acetic acid and 3-(pyridin-2-yl)propanoic acid]. The new complexes have been fully characterized by NMR, elemental analysis, HR-MS and X-ray single-crystal diffraction. The catalytic performance of the complexes was screened and the obtained palladium (II) complexes shown effective catalytic activities for direct arylation of (benzo)oxazoles with aryl bromides. Moreover, the 2-(pyridin-2-yl)acetate stabilized NHC–Pd complexes were more efficient than the 3-(pyridin-2-yl)propanoate stabilized NHC–Pd analogues. Further studies exhibited that 2-(pyridin-2-yl)acetate, as ancillary ligand, could easily decarboxylate and transform into 2-methylpyridine in the reaction condition.

Palladium-catalyzed direct C2-arylation of azoles with aromatic triazenes

A highly efficient palladium-catalyzed arylation of azoles at the C2-position using 1-aryltriazenes as aryl reagents was developed. Azoles including oxazoles, thiazoles, imidazoles, 1,3,4-oxadiazoles, and oxazolines could react with 1-aryltriazenes smoothly to generate the corresponding products in good to excellent yields, and various substitution patterns were tolerated toward the reaction.

Direct oxidative C-H arylation of benzoxazoles with arylsulfonyl hydrazides promoted by palladium complexes

This study describes a direct oxidative C-2 arylation of benzoxazoles using arylsulfonyl hydrazides as the aryl sources. A simple catalyst system [Pd(OAc)2 and Ph3P] allows the reactions to proceed smoothly under oxidative reaction conditions. Other heteroarenes such as caffeine and benzothiazole are also applicable substrates. Notably, this catalytic system tolerates halogen substituents which provides a useful complement to the current cross-coupling reactions which use aryl halides.

Direct oxidative C-H arylation of benzoxazoles with arylsulfonyl hydrazides promoted by palladium complexes

This study describes a direct oxidative C-2 arylation of benzoxazoles using arylsulfonyl hydrazides as the aryl sources. A simple catalyst system [Pd(OAc)2 and Ph3P] allows the reactions to proceed smoothly under oxidative reaction conditions. Other heteroarenes such as caffeine and benzothiazole are also applicable substrates. Notably, this catalytic system tolerates halogen substituents which provides a useful complement to the current cross-coupling reactions which use aryl halides. Georg Thieme Verlag KG Stuttgart · New York.

Palladium-catalyzed direct arylations, alkenylations, and benzylations through C-H bond cleavages with sulfamates or phosphates as electrophiles

(Figure Presented) catalytic system comprised of Pd(OAc)2 and bldentate ligand dppe enabled first direct arylatlons with moisture-stable aryl sulfamates as electrophlles, and proved applicable to unprecedented C-H bond functlonallzations with e