Palladium-catalyzed three-component carbonylative synthesis of 2-(trifluoromethyl)quinazolin-4(3H)-ones from trifluoroacetimidoyl chlorides and amines

2020 ◽  
Vol 7 (17) ◽  
pp. 2499-2504 ◽  
Author(s):  
Zhengkai Chen ◽  
Le-Cheng Wang ◽  
Jiajun Zhang ◽  
Xiao-Feng Wu
Keyword(s):  
Practical Approach ◽  
Palladium Catalyzed

An efficient and practical approach for the synthesis of 2-(trifluoromethyl)quinazolin-4(3H)-ones through palladium-catalyzed three-component carbonylative reaction has been developed.

scholarly journals Optimised Conditions for the Palladium-Catalyzed Hydrogenolysis of Benzyl and Naphthylmethyl Ethers: Preventing Saturation of Aromatic Protecting Groups

2020 ◽  
Author(s):  
Conor Crawford ◽  
Stefan Oscarson
Keyword(s):  
Treatment Strategy ◽  
Continuous Flow ◽  
Practical Approach ◽  
Protecting Groups ◽  
Flow Conditions ◽  
Selective Catalyst ◽  
Palladium Catalyzed ◽  
Synthetic Oligosaccharides ◽  
Pre Treatment

<p>Whilst carrying out palladium catalysed hydrogenolysis to deprotect synthetic oligosaccharides, saturation of the benzyl and naphthylmethyl ether groups to their corresponding ether was observed. In order to suppress this unwanted hydrogenation, we report a scalable practical approach using a catalyst pre-treatment strategy, which is effective under batch or continuous flow conditions. This suppressed the unwanted hydrogenation side-products and created a selective catalyst for hydrogenolysis of benzyl and naphthylmethyl ethers. We demonstrate the efficient deprotection of a set of structurally diverse oligosaccharides (5 examples, >73%).</p>

scholarly journals Optimised Conditions for the Palladium-Catalyzed Hydrogenolysis of Benzyl and Naphthylmethyl Ethers: Preventing Saturation of Aromatic Protecting Groups

2020 ◽  
Author(s):  
Conor Crawford ◽  
Stefan Oscarson
Keyword(s):  
Treatment Strategy ◽  
Continuous Flow ◽  
Practical Approach ◽  
Protecting Groups ◽  
Flow Conditions ◽  
Selective Catalyst ◽  
Palladium Catalyzed ◽  
Synthetic Oligosaccharides ◽  
Pre Treatment

<p>Whilst carrying out palladium catalysed hydrogenolysis to deprotect synthetic oligosaccharides, saturation of the benzyl and naphthylmethyl ether groups to their corresponding ether was observed. In order to suppress this unwanted hydrogenation, we report a scalable practical approach using a catalyst pre-treatment strategy, which is effective under batch or continuous flow conditions. This suppressed the unwanted hydrogenation side-products and created a selective catalyst for hydrogenolysis of benzyl and naphthylmethyl ethers. We demonstrate the efficient deprotection of a set of structurally diverse oligosaccharides (5 examples, >73%).</p>

scholarly journals Optimised Conditions for the Palladium-Catalyzed Hydrogenolysis of Benzyl and Naphthylmethyl Ethers: Preventing Saturation of Aromatic Protecting Groups

2020 ◽  
Author(s):  
Conor Crawford ◽  
Stefan Oscarson
Keyword(s):  
Treatment Strategy ◽  
Continuous Flow ◽  
Practical Approach ◽  
Protecting Groups ◽  
Flow Conditions ◽  
Selective Catalyst ◽  
Palladium Catalyzed ◽  
Synthetic Oligosaccharides ◽  
Pre Treatment

<p>Whilst carrying out palladium catalysed hydrogenolysis to deprotect synthetic oligosaccharides, saturation of the benzyl and naphthylmethyl ether groups to their corresponding ether was observed. In order to suppress this unwanted hydrogenation, we report a scalable practical approach using a catalyst pre-treatment strategy, which is effective under batch or continuous flow conditions. This suppressed the unwanted hydrogenation side-products and created a selective catalyst for hydrogenolysis of benzyl and naphthylmethyl ethers. We demonstrate the efficient deprotection of a set of structurally diverse oligosaccharides (5 examples, >73%).</p>

Palladium-catalyzed C-glycosylation and annulation of o-alkynylanilines with 1-iodoglycals: convenient access to 3-indolyl-C-glycosides

2020 ◽  
Vol 18 (43) ◽  
pp. 8834-8838
Author(s):  
Jianchao Liu ◽  
Xiao Xiao ◽  
Puren Han ◽  
Huiwen Zhou ◽  
Qi-Shuang Yin ◽  
...  
Keyword(s):  
Practical Approach ◽  
Palladium Catalyzed ◽  
Convenient Access

An efficient and practical approach for the synthesis of 3-indolyl-C-glycosides through a palladium-catalyzed annulation/C-glycosylation sequence of o-alkynylanilines has been developed.

scholarly journals Pd(OAc)2/Ph3P-catalyzed dimerization of isoprene and synthesis of monoterpenic heterocycles

2017 ◽  
Vol 13 ◽  
pp. 1807-1815
Author(s):  
Dominik Kellner ◽  
Maximilian Weger ◽  
Andrea Gini ◽  
Olga García Mancheño
Keyword(s):  
Low Pressure ◽  
Diels Alder ◽  
Practical Approach ◽  
Active System ◽  
Palladium Catalyzed

The palladium-catalyzed dimerization of isoprene is a practical approach of synthesizing monoterpenes. Though several highly selective methods have been reported, most of them still required pressure or costly ligands for attaining the active system and desired selectivity. Herein, we present a simple and economical procedure towards the tail-to-tail dimer using readily available Pd(OAc)2 and inexpensive triphenylphosphine as ligand. Furthermore, simple screw cap vials are employed, allowing carrying out the reaction at low pressure. In addition, the potential of the dimer as a chemical platform for the preparation of heterocyclic terpenes by subsequent (hetero)-Diels–Alder or [4 + 1]-cycloadditions with nitrenes is also depicted.

Synthesis of S-aryl thioesters via palladium-catalyzed thiocarbonylation of aryl iodides and aryl sulfonyl hydrazides

2020 ◽  
Vol 7 (19) ◽  
pp. 2938-2943
Author(s):  
Yeojin Kim ◽  
Kwang Ho Song ◽  
Sunwoo Lee
Keyword(s):  
Aryl Iodide ◽  
Aryl Iodides ◽  
Palladium Catalyzed

Aryl sulfonyl hydrazide reacted with aryl iodide in the presence of CO to give the corresponding S-aryl thioesters.

Sign in / Sign up

Export Citation Format

Share Document