56308-03-3

Upstream product

• 107-31-3 Methyl formate 
• 56307-98-3 1-(2-Hydroxyphenyl)-2-(phenylthio)ethanone 
• 108-98-5 thiophenol 
• 491-38-3 1-benzopyran-4(4H)-one 
• 98-09-9 benzenesulfonyl chloride 
• 106129-86-6 1-(2-hydroxyphenyl)-3-dimethylaminoprop-2-enone 
• 80-17-1 benzenesufonyl hydrazide 
• 591-50-4 iodobenzene 
• 1193-82-4 racemic methyl phenyl sulfoxide 
• 118-93-4 o-hydroxyacetophenone 
• 882-33-7 diphenyldisulfane 
• 873-55-2 sodium benzenesulfonate 

Relevant academic research and scientific papers

T3P mediated domino C(sp2)-H sulfenylation/annulation of enaminones and methylsulfinyls for the synthesis of chromone thioether derivatives

A new regioselective method for the synthesis of 3-(methylthio)-4H-chromen-4-one and 3-(phenylthio)-4H-chromen-4-one derivatives has been developed. The reaction between o-hydroxy-phenyl-functionalized enaminones and methylsulfinyl derivatives using T3P gave good yields of chromone thioether derivatives. The reaction proceeds via domino chromone ring construction and C(sp2)-H bond sulfenylation under transition-metal-free conditions.

Regioselective C-S Bond Formation between Flavones and Arylsulfonyl Chlorides through the Use of Ammonium Iodide

A novel and regioselective ammonium iodide mediated C-S bond formation protocol involving flavones and sulfonyl chlorides to generate different ArS-substituted flavone derivatives in high yields was developed. Different from existing metal-free C-S bond formation protocols with the use of PPh3 or I2 as the catalyst, this method provides an alternative way of constructing C-S bonds through the use of NH4I as a catalyst, which makes it highly valuable for the efficient synthesis of thioether compounds.

Making flavone thioethers using halides and powdered sulfur or Na2S2O3

The method for constructing C-S bonds is very important in organic synthesis. Here a new sulfenylation method to generate flavone thioether derivatives was developed by employing aromatic or alkyl halides, S powder and Na2S2O3 as reactants. Good yields of regioselective Calkyl-S and Caryl-S-substituted flavones were generated under relatively environmentally friendly and simple conditions. This method might be potentially applicable to large scale production, and it enriches current sulfenylation methods.

Generation of ArS-substituted flavone derivatives using aryl thiols as sulfenylating agents

The regioselective and metal-free sulfenylation of flavones was achieved under aerobic conditions with ammonium iodide salt as an inducer instead of traditional iodine/oxidant combinations. This method enables the generation of various ArS-substituted flavone derivatives in good to excellent yields under environmentally friendly conditions, which significantly enriches current flavone chemistry.

KIO3-Catalyzed Domino C(sp2)?H Bond Sulfenylation and C?N Bond Oxygenation of Enaminones toward the Synthesis of 3-Sulfenylated Chromones

With 2-hydroxyphenyl-functionalized enaminones and thiophenols as the starting materials, the facile synthesis of 3-sulfenylated chromones has been realized through a KIO3-catalyzed domino reaction of C?H sulfenylation and subsequent C?N-cleavage-based C?O bond formation. The reaction was performed under transition-metal-free conditions in ethyl lactate, a bioavailable ecofriendly medium.

Ammonium iodide-mediated regioselective chalcogenation of chromones with diaryl disulfides and diselenides

A metal-free method for the synthesis of 3-chalcogenyl-chromones/quinolones from chromones/quinolones and diorganyl dichalcogenides using ammonium iodide under air was developed. This approach allowed the preparation of a wide range of 3-selenyl- and 3-sulfenyl-chromones/quinolones in good to excellent yields.

Transition-metal-free synthesis of 3-sulfenylated chromones via KIO3-catalyzed radical C(sp2)–H sulfenylation

The reactions between o-hydroxylphenyl-functionalized enaminones and sulfonyl hydrazines providing 3-sulfenylated chromones via domino chromone ring construction and C(sp2)–H bond sulfenylation have been achieved under transition-metal-free conditions by using KIO3 as the only catalyst.

Generation of thioethers via direct C-H functionalization with sodium benzenesulfinate as a sulfur source

A novel ammonium iodide-induced sulfenylation method of flavones, indole and arylimidazo[1,2-a]pyridines using stable and odorless sodium benzenesulfinates as sulfur sources was developed, generating regioselective derivatives in good yields. This method has enriched current thioether-producing methods and provided a good example of using ammonium iodide as a reaction inducer instead of iodine to make thioethers under environmentally friendly and odorless conditions.

Ammonium Iodide Induced Nonradical Regioselective Sulfenylation of Flavones via a C-H Functionalization Process

A novel and highly regioselective ammonium iodide-induced nonradical sulfenylation method for the construction of a C-S bond was developed via C-H functionalization. With DMSO or R1SO2NHNH2 as a sulfenylating agent, MeS- and R1S-substituted flavone derivatives were obtained in good yields. This method enriches current C-S bond formation chemistry, making it a highly valuable and practical method in pharmaceutical industry.