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...

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...

Transition-Metal-Free, Intermolecular Azidoheteroarylation of Alkenes: Efficient Access to β-Azidoalkylated Quinoxalinones and Preliminary Antifungal Evaluation Against Magnaporthe grisea

Synthesis ◽  
2020 ◽  
Vol 52 (16) ◽  
pp. 2395-2409
Author(s):  
Weiwei Qin ◽  
Zhaodong Li ◽  
Yiming Du ◽  
Yue Chen ◽  
Yun-Lin Liu
Keyword(s):  
Transition Metal ◽  
Magnaporthe Grisea ◽  
Single Step ◽  
Domino Reaction ◽  
Efficient Synthesis ◽  
Metal Free ◽  
Efficient Access ◽  
First Time ◽  
Antibacterial Evaluation ◽  
Addition Pathway

An efficient, PhI(OAc)2-mediated, radical azidoheteroarylation of alkenes under transition-metal-free conditions is reported by employing TMSN3 and quinoxalin-2(1H)-ones as coupling partners. This domino reaction allows an efficient synthesis of valuable orangoazides containing quinoxalin-2(1H)-one derivatives and could be extended to phosphinyl-alkylated quinoxalin-2(1H)-one in a single step in moderate to excellent yields under mild conditions, as demonstrated by the preliminary antibacterial evaluation against Magnaporthe grisea for the first time. Mechanistic studies revealed that this transformation undergoes a cascade addition pathway controlled by a polar radical.

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%.

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.

Application of primary halogenated hydrocarbons for the synthesis of 3-aryl and 3-alkyl indolizines

2017 ◽  
Vol 15 (23) ◽  
pp. 5016-5024 ◽  
Author(s):  
Yan Liu ◽  
Huayou Hu ◽  
Junyu Zhou ◽  
Wenhui Wang ◽  
Youliang He ◽  
...  
Keyword(s):  
Transition Metal ◽  
Halogenated Hydrocarbons ◽  
Tandem Reaction ◽  
Synthetic Route ◽  
Metal Free ◽  
First Time

A transition-metal-free synthetic route to 3-aryl and 3-alkyl indolizines from electron-deficient alkenes, pyridines and primary halogenated hydrocarbons is reported for the first time using a tandem reaction.

Metal-free enantioselective addition of nucleophilic silicon to aromatic aldehydes catalyzed by a [2.2]paracyclophane-based N-heterocyclic carbene catalyst

2017 ◽  
Vol 15 (15) ◽  
pp. 3202-3206 ◽  
Author(s):  
Ping An ◽  
Yuwen Huo ◽  
Zhen Chen ◽  
Chun Song ◽  
Yudao Ma
Keyword(s):  
Transition Metal ◽  
Aromatic Aldehydes ◽  
Metal Free ◽  
Enantioselective Addition ◽  
First Time

A transition metal-free enantioselective 1,2-silylation of aromatic aldehydes to yield chiral α-hydroxysilanes was developed for the first time.

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.

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.

Ethyl lactate: An Efficient Green Mediator for Transition Metal Free Synthesis of Symmetric and Unsymmetric Azobenzenes

2020 ◽  
Vol 5 (31) ◽  
pp. 9781-9786
Author(s):  
Gyan Chandra Pariyar ◽  
Tandra Kundu ◽  
Bijeta Mitra ◽  
Suvodip Mukherjee ◽  
Pranab Ghosh
Keyword(s):  
Transition Metal ◽  
Ethyl Lactate ◽  
Metal Free
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