77464-22-3

Upstream product

• 109-80-8 1.3-propanedithiol 
• 100-06-1 1-(4-methoxyphenyl)ethanone 
• 41159-07-3 2-(4-methoxyphenyl)-2-methyl-1,3-dithiolane 
• 57529-04-1 2-chloro-1,3-dithiane 
• 768-60-5 4-methoxyphenylacetylen 

Downstream Products

• 100-06-1 1-(4-methoxyphenyl)ethanone 
• 644980-96-1 2-(4-methoxyphenyl)-6,7-dihydro-5H-1,4-dithiepine 
• 109-80-8 1.3-propanedithiol 
• 110598-41-9 [(E)-2-(4-Methoxy-phenyl)-propenyl]-trimethyl-silane 
• 139214-34-9 [2-(4-methoxyphenyl)allyl]trimethylsilane 

Relevant academic research and scientific papers

Mild Deprotection of Dithioacetals by TMSCl/NaI Association in CH3CN

A mild process using a combination of TMSCl and NaI in acetonitrile is used to regenerate carbonyl compounds from a variety of dithiane and dithiolane derivatives. This easy to handle and inexpensive protocol is also efficient to deprotect oxygenated and mixed acetals as 1,3-dioxanes, 1,3-dioxolanes and 1,3-oxathianes quantitatively. As a possible extension of this method, it was also shown that nitrogenated substrates such as hydrazones, N-tosylhydrazones, and ketimines reacted well under these conditions to give the expected ketones in high yields. The methodology proposed herein is a good alternative to the existing methods since it does not use metals, oxidants, reducing agents, acidic or basic media, and keto-products were obtained in high to excellent yields.

Alcohol-mediated direct dithioacetalization of alkynes with 2-chloro-1,3-dithiane for the synthesis of Markovnikov dithianes

An alcohol-mediated dithioacetalization process that gains direct access to the corresponding Markovnikov-selective 1,3-dithianes using unactivated alkynes and nonthiolic/odorless 2-chloro-1,3-dithiane in a highly efficient manner has been developed. This methodology has the advantage of having mild reaction conditions, and the dithioacetalization process gives good to excellent yields with high Markovnikov-selectivity.

Thioacetalization of aldehydes and ketones catalyzed by hexabromoacetone

Protection of p-anisaldehydewith 1,3-propanedithiol under UV irradiation without a catalyst resulted in 87% yield of 1,3-dithiane in 20 min. Addition of hexabromoacetone further reduced the reaction time and UV irradiation also accelerated the formation o

A substituted -1,3-dithiane-preparation method of compound

The invention discloses a method for preparing substituted-1,3-dithiane compounds. The method comprises the following steps: 1. with 1,2-dichloroethane or dichloromethane as a solvent, stirring to react 2-chlor-1,3-dithiane with alkynes with a general formula I for 1-24 hours at a temperature condition of 45-80 DEG C in the presence of an acid medium and alcoholic compounds; 2. removing the solvent in the reaction system by rotary evaporation after the reaction, and separating and purifying the residues by column chromatography to obtain substituted-1,3-dithiane compounds with a general formula II. According to the method disclosed by the invention, the 2-chlor-1,3-dithiane directly reacts with different types of alkynes, thereby not only avoiding the defects of foul smell, strong volatility and toxicity when 1,3-propanedithiol is used, but also being safe in operation and environmental friendly, and the method has the advantages of mild reaction conditions, simple operation, high yield, etc.

Sulfonated polyanthracene-catalyzed highly efficient and chemoselective thioacetalization of carbonyl compounds and transthioacetalization of acetals and acylals

A straightforward and highly efficient procedure for the thioacetalization of a variety of aldehydes and transthioacetalization of acylals and acetals in good to excellent yields using catalytic amounts of sulfonated polyanthracene (S-PAT) is reported. Th

Selective arylthiolane deprotection by singlet oxygen: A promising tool for sensors and prodrugs

A routine thioketal protecting group reacts rapidly and selectively with singlet oxygen to reveal ketone products in good (aryl 1,3-dithiolane) to excellent (aryl 1,3-oxathiolane) yields. Arylthiolanes are stable to biologically relevant reactive oxygen species and can be used as a light-activated gating mechanism for activating fluorescent sensors or small molecule prodrugs.

Aluminum hydrogen sulfate [Al(HSO4)3] as an efficient catalyst for the preparation of thioacetals

Aluminum hydrogen sulfate, as a heterogeneous solid acid catalyst, has been used for the mild conversion of carbonyl compounds to their thioacetals using 1,2- and 1,3-dithiol under ambient conditions with short reaction times in high to excellent yield in

Chemoselective dithioacetalization of carbonyl compounds using magnesium hydrogensulfate as efficient heterogeneous catalyst

Carbonyl compounds have been successfully converted into their corresponding dithiolanes and dithianes derivatives with 1,2-ethanedithiol and 1,3-propanedithiol in excellent yield at room temperature and short reaction times using a catalytic amount of ma

Chemoselective dithioacetalization of aldehydes using silica sulfuric acid as a reusable catalyst

Silica sulfuric acid has been found to be an efficient and reusable catalyst for chemoselective dithioacetalization of aldehydes over ketones, in excellent yields.

Yttrium triflate as an efficient and useful catalyst for chemoselective protection of carbonyl compounds

Carbonyl compounds have been successfully converted into their corresponding oxathiolane, dithiolane, and dithiane derivatives with 2-mercaptoethanol, 1,2-ethanedithiol, and 1,3-propanedithiol using catalytic amount of yttrium triflate. In addition, by us