Synthesis of Aryl Methyl Sulfides from Arysulfonyl Chlorides with Dimethyl Carbonate as the Solvent and C1 Source

Abstract

A new procedure for the synthesis of aryl methyl sulfides from dimethyl carbonate (DMC) and arylsulfonyl chlorides has been achieved. In this strategy, DMC plays a dual role as both, C1 building block and green solvent. Arylsulfonyl chlorides served as the sulfur precursors, and a variety of aryl methyl sulfides were obtained in moderate to excellent yields with good functional group tolerance. Additionally, alkylsulfonyl chloride and dibenzyl carbonate are proven to be suitable substrates as well.

2,5-Diaryl 6-hydroxyphenalenones for Single-Molecule Junctions

“…The obtained analytical data matched previously reported literature. 90 1 H NMR (400 MHz, CDCl 3 ) δ: 6.79 -6.66 (m, 1 H), 6.61 -6.51 (m, 1 H), 2.48 (s, 2 H). 1 H{ 19 F} NMR (400 MHz, CDCl 3 ) δ: 6.73 (d, J = 2.2 Hz, 1 H), 6.56 (t, J = 2.3 Hz, 1 H), 2.48 (s, 2 H).…”

Application of Mesoporous Carbon-Based Highly Dispersed K–O2 Strong Lewis Base in the Efficient Catalysis of Methanol and Ethylene Carbonate

“…For instance, DMC is used as a pharmaceutical intermediate in the production of antibiotics, anticancer drugs, and anesthetics, 8,9 and EG is used as a solvent and a stabilizer for many oral and topical drugs. 10 Furthermore, PC plays an essential role in various oral clinical therapeutic applications, 11,12 and PEG is commonly used in the production of plaque-reducing toothpastes and mouthwashes.…”

“…In contrast, as an atom-economical reaction, the direct generation of DMC and ethylene glycol (EG) via the transesterification of CH 3 OH and ethylene carbonate (EC) has several promising applications. , The coproduced products, i.e., DMC and EG, can be used to prepare higher-value chemicals, e.g., polycarbonate (PC) and polyethylene glycol (PEG), and in a broad range of applications (e.g., various organic reactions and additives). − These chemicals can also be utilized in the healthcare sector. For instance, DMC is used as a pharmaceutical intermediate in the production of antibiotics, anticancer drugs, and anesthetics, , and EG is used as a solvent and a stabilizer for many oral and topical drugs . Furthermore, PC plays an essential role in various oral clinical therapeutic applications, , and PEG is commonly used in the production of plaque-reducing toothpastes and mouthwashes. , …”

One-pot synthesis of 11-sulfenyl dibenzodiazepinesviatandem sulfenylation/cyclization ofo-isocyanodiaryl amines and diaryl disulfides

“…as well as organic sulfur reagents (thiols, 7b,15 KSAc, 16 N-thioarylphthalimides, 17 arylsulfonyl chlorides, 18 sulfonyl hydrazides, 19 thioesters, 20 sulfinates 21 and disulfides 4d,e,22-25 ).…”

“…The reaction proceeded well in the presence of iodide salts (Table 1, entries 9-13); among them AgI proved to be the best catalyst, providing the target product 3a in 69% yield (Table 1, entry 9). Varying the reaction temperature did not lead to posi-tive results (Table 1, entries [16][17][18]. No improvement was achieved when solvents such as 1,4-dioxane, dichloroethane (DCE), N-methylpyrrolidone (NMP), tetrahydrofuran (THF), acetonitrile (MeCN), and methanol (MeOH) were screened (Table 1, entries [19][20][21][22][23][24].…”