DMSO as oxidant and sulfenylating agent for metal-free oxidation and methylthiolation of alcohol-containing indoles

RSC Advances ◽  
2015 ◽  
Vol 5 (38) ◽  
pp. 30389-30393 ◽  
Author(s):  
Jin-Feng Zou ◽  
Wei-Sheng Huang ◽  
Li Li ◽  
Zheng Xu ◽  
Zhan-Jiang Zheng ◽  
...  
Keyword(s):  
Dimethyl Sulfoxide ◽  
Sulfur Source ◽  
Metal Free ◽  
Mild Conditions ◽  
Free Oxidation

A new methylthiolation protocol was successfully established for the synthesis of substituted indoles bearing 3-methylthioether moiety, in which new C–S bond and C=O bond were formed using dimethyl sulfoxide as the sulfur source under mild conditions.

Highly efficient and metal-free oxidation of olefins by molecular oxygen under mild conditions

Tetrahedron ◽  
2007 ◽  
Vol 63 (32) ◽  
pp. 7634-7639 ◽  
Author(s):  
Xinli Tong ◽  
Jie Xu ◽  
Hong Miao ◽  
Guanyu Yang ◽  
Hong Ma ◽  
...  
Keyword(s):  
Molecular Oxygen ◽  
Metal Free ◽  
Mild Conditions ◽  
Highly Efficient ◽  
Oxidation Of Olefins ◽  
Free Oxidation

Sulfuric Acid-Promoted Oxidation of Benzylic Alcohols to Aromatic Aldehydes in Dimethyl Sulfoxide: An Efficient Metal-Free Oxidation Approach

Synlett ◽  
2018 ◽  
Vol 29 (07) ◽  
pp. 974-978 ◽  
Author(s):  
Ehsan Sheikhi ◽  
Mehdi Adib ◽  
Morteza Karajabad ◽  
Seyed Gohari
Keyword(s):  
Sulfuric Acid ◽  
Reaction Time ◽  
Dimethyl Sulfoxide ◽  
Oxidation Reaction ◽  
Aromatic Aldehydes ◽  
Short Reaction Time ◽  
Benzylic Alcohols ◽  
Metal Free ◽  
Benzylic Alcohol ◽  
Free Oxidation

An efficient metal-free oxidation of benzylic alcohols to ­aromatic aldehydes is described. Heating a solution of the benzylic alcohol in DMSO in the presence of H2SO4 afforded the corresponding aldehyde in excellent yield. This oxidation reaction, which proceeds with a short reaction time and no side products, is akin to the Pfitzner–Moffatt oxidation, but without the need for N,N′-dicyclohexylcarbodiimide.

Breakdown of lignins, lignin model compounds, and hydroxy-aromatics, to C1 and C2 chemicals via metal-free oxidation with peroxide or persulfate under mild conditions

RSC Advances ◽  
2014 ◽  
Vol 4 (34) ◽  
pp. 17931-17934 ◽  
Author(s):  
Adam Wu ◽  
Jean Michel Lauzon ◽  
Indah Andriani ◽  
Brian R. James
Keyword(s):  
Aqueous Solutions ◽  
Model Compounds ◽  
Lignin Model Compounds ◽  
Ambient Temperatures ◽  
Metal Free ◽  
Mild Conditions ◽  
Aromatic Components ◽  
Lignin Model ◽  
Free Oxidation

The aromatic components of lignin model compounds and lignins are degraded in basic, aqueous solutions using H2O2or K2S2O8, even at ambient temperatures, to mainly MeOH, formate, carbonate, and oxalate.

I2 Promoted Synthesis of 2-Aminothiadiazoles Employing KSCN as a Sulfur Source Under Metal-Free Conditions

2019 ◽  
Vol 2019 (38) ◽  
pp. 6561-6565 ◽  
Author(s):  
Fuyuan Zhu ◽  
Zhaohua Yan ◽  
Chengmei Ai ◽  
Yanmei Wang ◽  
Sen Lin
Keyword(s):  
Sulfur Source ◽  
Metal Free

A Sequential Ugi-Smiles / Transition-Metal-Free Endo-Dig Conia-ene Cyclization: The Selective Synthesis of Saccharin Substituted 2,5-dihydropyrroles

2021 ◽  
Author(s):  
Hassan Seyrani ◽  
Sorour Ramezanpour ◽  
Aref Vaezghaemi ◽  
Farzad Kobarfard
Keyword(s):  
Transition Metal ◽  
Free Access ◽  
Selective Synthesis ◽  
Metal Free ◽  
Mild Conditions

A convenient, transition-metal-free access to a series of unprecedented saccharin substituted 2,5-dihydropyrroles is reported. This approach employs a post-Ugi-Smiles 5-endo-dig Conia-ene cyclization sequence in mild conditions while incorporating a series...

Metal‐free direct oxidative C–N bond coupling of quinoxalin‐2(1H)‐ones with azoles under mild conditions

2021 ◽  
Author(s):  
Jingwen Guo ◽  
Lina Zhang ◽  
Xinyue Du ◽  
Liting Zhang ◽  
Yuepiao Cai ◽  
...  
Keyword(s):  
Metal Free ◽  
Mild Conditions

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...

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