Transition metal-free oxidative ortho-acylation of phenols with N-heteroarylmethanes via double C–H activation

2016 ◽  
Vol 6 (15) ◽  
pp. 5792-5796 ◽  
Author(s):  
Min Liu ◽  
Tieqiao Chen ◽  
Yongbo Zhou ◽  
Shuang-Feng Yin
Keyword(s):  
Transition Metal ◽  
Metal Free ◽  
Reaction Proceeds ◽  
Plausible Mechanism ◽  
Double Activation

The direct oxidative acylation of phenols with N-heteroarylmethanes via sp3C–H and sp2C–H double activation was achieved under metal-free conditions. The reaction proceeds in a facile I2/DMSO/O2 system regio-selectively to produce valuable (2-hydroxyphenyl)arylmethanones. A plausible mechanism was proposed.

A metal-free radical cascade reaction of phosphine oxides with 2-aryloxy phenylacetylenes to assemble diphosphonyl xanthene derivatives

2021 ◽  
Author(s):  
Tao Fan ◽  
Yan Liu ◽  
Caina Jiang ◽  
Yanli Xu ◽  
Yan-Yan Chen
Keyword(s):  
Free Radical ◽  
Transition Metal ◽  
Cascade Reaction ◽  
Phosphine Oxides ◽  
Metal Free ◽  
Mild Conditions ◽  
Xanthene Derivatives ◽  
Reaction Proceeds ◽  
Radical Cascade

A radical cascade reaction of 2-aryloxy phenylacetylene with phosphine oxides promoted by K2S2O8 was developed, provided diphosphonyl xanthenes as products. This reaction proceeds under transition metal-free and mild conditions with...

scholarly journals Et3N/DMSO-supported one-pot synthesis of highly fluorescent β-carboline-linked benzothiophenones via sulfur insertion and estimation of the photophysical properties

2020 ◽  
Vol 16 ◽  
pp. 1740-1753 ◽  
Author(s):  
Dharmender Singh ◽  
Vipin Kumar ◽  
Virender Singh
Keyword(s):  
Transition Metal ◽  
Elemental Sulfur ◽  
Photophysical Properties ◽  
Quantum Yields ◽  
One Pot ◽  
Light Emitting ◽  
Metal Free ◽  
One Pot Synthesis ◽  
Synthetic Strategy ◽  
Reaction Proceeds

A robust transition-metal-free strategy is presented to access novel β-carboline-tethered benzothiophenone derivatives from 1(3)-formyl-β-carbolines using elemental sulfur activated by Et3N/DMSO. This expeditious catalyst-free reaction proceeds through the formation of β-carboline-based 2-nitrochalcones followed by an incorporation of sulfur to generate multifunctional β-carboline-linked benzothiophenones in good to excellent yields. The synthetic strategy could also be extended towards the synthesis of β-carboline-linked benzothiophenes. Moreover, the afforded products emerged as promising fluorophores and displayed excellent light-emitting properties with quantum yields (ΦF) up to 47%.

The peroxodisulfate-assisted three-component benzylation of coumarins with styrenes and KSCN: A transition-metal-free approach for the synthesis of 3-(1-aryl-2-thiocyanatoethyl)-2H-chromen-2-one in ethyl lactate

2021 ◽  
Author(s):  
Palani Natarajan ◽  
Priya ◽  
Deachen Chuskit
Keyword(s):  
Transition Metal ◽  
Ethyl Lactate ◽  
Metal Free ◽  
Reaction Proceeds ◽  
First Time

The peroxodisulfate-assisted three-component benzylation of coumarins with styrenes and KSCN to 3-(1-aryl-2-thiocyanatoethyl)-2H-chromen-2-one is reported for the first time. This reaction proceeds via the consecutive addition of SCN radical to styrenes...

Base mediated synthesis of functionalized 2‐(alkynyl)arylnitriles and their molecular docking study with aromatase receptor

2021 ◽  
Author(s):  
Ramendra Pratap ◽  
Chandan Shah ◽  
Pratik Yadav ◽  
Ismail Althagafi ◽  
Vishal Nemaysh ◽  
...  
Keyword(s):  
Molecular Docking ◽  
Transition Metal ◽  
Docking Study ◽  
Molecular Docking Study ◽  
Metal Free ◽  
Reaction Proceeds

A simple, efficient, and transition metal-free approach to synthesize functionalized 2‐(alkynyl)benzonitriles has been developed using suitably functionalized 2H-pyran-2-ones and 4-phenyl/trimethylsilanyl-but-3-yn-2-ones as precursors. The reaction proceeds in presence of a base...

Three-component carboarylation of unactivated imines with arynes and carbon nucleophiles

2017 ◽  
Vol 53 (10) ◽  
pp. 1708-1711 ◽  
Author(s):  
Jing-Kun Xu ◽  
Sheng-Jun Li ◽  
Hai-Yang Wang ◽  
Wen-Cong Xu ◽  
Shi-Kai Tian
Keyword(s):  
Transition Metal ◽  
Tertiary Amines ◽  
Title Reaction ◽  
Metal Free ◽  
Carbon Nucleophiles ◽  
Reaction Proceeds

With 2-(trimethylsilyl)aryl triflates as aryne precursors, the title reaction proceeds smoothly to afford functionalized tertiary amines under transition metal-free conditions.

Hydrazo coupling: the efficient transition-metal-free C–H functionalization of 8-hydroxyquinoline and phenol through base catalysis

2019 ◽  
Vol 21 (23) ◽  
pp. 6381-6389 ◽  
Author(s):  
Pavel N. Solyev ◽  
Daria K. Sherman ◽  
Roman A. Novikov ◽  
Eugenia A. Levina ◽  
Sergey N. Kochetkov
Keyword(s):  
Transition Metal ◽  
Base Catalysis ◽  
Metal Free ◽  
Hydrazine Derivatives ◽  
Mild Conditions ◽  
Plausible Mechanism ◽  
Facile Route

A new reaction involving the quantitative coupling of phenolic substrates to azodicarboxylate esters under mild conditions is a facile route for obtaining hydrazine derivatives. A plausible mechanism, catalysts, scope and application are discussed.

Transition-Metal-Free C–H Arylation of Unactivated Arenes with 8-Hydroxyquinoline as a Promoter

Synthesis ◽  
2018 ◽  
Vol 50 (08) ◽  
pp. 1721-1727 ◽  
Author(s):  
Deyan Wu ◽  
Yinuo Wu ◽  
Xuehua Zheng ◽  
Xu-Nian Wu ◽  
Jing-Yi Chen ◽  
...  
Keyword(s):  
Transition Metal ◽  
Structural Diversity ◽  
Aromatic Substitution ◽  
Mechanistic Studies ◽  
Metal Free ◽  
Aryl Bromides ◽  
Reaction Proceeds ◽  
High Yields ◽  
Biaryl Compounds

A method for the transition-metal-free direct C–H arylation of unactivated arenes is developed with aryl bromides as substrates and 8-hydroxyquinoline as an efficient promoter. A variety of biaryl compounds with structural diversity are obtained in moderate to high yields. Mechanistic studies reveal that the reaction proceeds via a homolytic­ aromatic substitution pathway.

scholarly journals Et3N-DMSO Supported One-pot Synthesis of Highly Fluorescent β-Carboline Linked Benzothiophenones via Sulphur Insertion and Estimation of Their Photophysical Properties

2020 ◽  
Author(s):  
Dharmender Singh ◽  
Vipin Kumar ◽  
Virender Singh
Keyword(s):  
Quantum Yield ◽  
Transition Metal ◽  
Photophysical Properties ◽  
Elemental Sulphur ◽  
One Pot ◽  
Light Emitting ◽  
Metal Free ◽  
One Pot Synthesis ◽  
Synthetic Strategy ◽  
Reaction Proceeds

A robust transition metal-free strategy is presented to access novel β-carboline tethered benzothiophenone derivatives from 1(3)-formyl-β-carbolines using elemental sulphur activated by Et3N/DMSO. This expeditious catalyst-free reaction proceeds through the formation of β-carboline based 2-nitrochalcones followed by incorporation of sulphur to generate the multifunctional β-carboline linked benzothiophenones in good to excellent yields. The synthetic strategy can also be extended towards the synthesis of β-carboline linked benzothiophenes. Moreover, the products as afforded thereof emerged as promising fluorophores and displayed excellent light-emitting properties with quantum yield (ΦF) upto 47%.

Transition-metal-free catalytic hydroboration reduction of amides to amines

2020 ◽  
Vol 7 (21) ◽  
pp. 3515-3520
Author(s):  
Wubing Yao ◽  
Jiali Wang ◽  
Aiguo Zhong ◽  
Shiliang Wang ◽  
Yinlin Shao
Keyword(s):  
Transition Metal ◽  
Selective Catalytic Reduction ◽  
Catalytic Reduction ◽  
Value Added ◽  
Metal Free

The selective catalytic reduction of amides to value-added amine products is a desirable but challenging transformation.

Deaminative carbonylative thioesterification of activated alkylamines with thiophenols under transition-metal-free conditions

2021 ◽  
Author(s):  
Fengqian Zhao ◽  
Xiao-Feng Wu
Keyword(s):  
Free Radical ◽  
Transition Metal ◽  
Metal Free

A transition-metal-free radical carbonylation of activated alkylamines with thiophenols has been successfully developed. Various thioesters were selectively produced with moderate to good yields.

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