6331-22-2Relevant articles and documents
Highly ordered mesoporous functionalized pyridinium protic ionic liquid framework as a highly efficient catalytic system in chemoselective thioacetalization of carbonyl compounds under solvent-free conditions
Karimi, Nafiseh,Luque, Rafael,Rajabi, Fatemeh,Voskressensky, Leonid
, (2021/10/04)
Dithioacetals are a well-known class of organic compounds as both protecting group for the carbonyl compounds and valuable synthons for organic synthesis. Polysiloxane acidic ionic liquids containing pyridinium trifluoroacetate salts (PMO-Py-IL) as organi
Ni-NiO heterojunctions: a versatile nanocatalyst for regioselective halogenation and oxidative esterification of aromatics
Bhardwaj, Nivedita,Goel, Bharat,Indra, Arindam,Jain, Shreyans K.,Singh, Ajit Kumar,Tripathi, Nancy
, p. 14177 - 14183 (2021/08/16)
Herein, we report a facile method for the synthesis of Ni-NiO heterojunction nanoparticles, which we utilized for the nuclear halogenation reaction of phenol and substituted phenols usingN-bromosuccinimide (NBS). A remarkablepara-selectivity was achieved for the halogenated products under semi-aqueous conditions. Interestingly, blocking of thepara-position of phenol offeredortho-selective halogenation. In addition, the Ni-NiO nanoparticles catalyzed the oxidative esterification of carbonyl compounds with alcohol, diol or dithiol in the presence of a catalytic amount of NBS. It was observed that the aromatic carbonyls substituted with an electron-donating group favoured nuclear halogenation, whereas an electron-withdrawing group substitution in carbonyl compounds facilitated the oxidation reaction. In addition, the catalyst was magnetically separated and recycled 10 times. The tuned electronic structure at the Ni-NiO heterojunction controlled selectivity and activity as no suchpara-selectivity was observed with commercially available NiO or Ni nanoparticles.
An expedient carbon–sulfur bond formation explored through the cellulose sulfonic acid (CSA) catalyzed dithioacetal protection of carbonyl compounds
Kadam, Kailas R.
, p. 530 - 541 (2020/07/03)
A facile carbon–sulfur bond formation was observed through the cellulose sulfonic acid (CSA) catalyzed dithioacetal protection of carbonyl compounds. In a preliminary study, the synthesis and characterization of functionalized bio-polymer, cellulose sulph
Visible-light mediated facile dithiane deprotection under metal free conditions
Dharpure, Pankaj D.,Bhowmick, Anindita,Warghude, Prakash K.,Bhat, Ramakrishna G.
, (2019/12/09)
Visible light mediated facile and selective dithiane deprotection under metal free conditions is developed. Eosin Y (1 mol%) proved to be an effective catalyst for the dithiane deprotection under the ambient photoredox conditions. The standard household compact fluorescent light source (CFL bulb) proved to be effective under open-air conditions in aqueous acetonitrile at room temperature. The protocol that exhibits a broad substrate scope and functional group tolerance has been shown to expand to a range of transformations for the electron-rich and -deficient thioacetals and thioketals. The synthetic utility of this protocol has also been demonstrated by gram-scale application.
Mild Deprotection of Dithioacetals by TMSCl/NaI Association in CH3CN
Yao, Yunxin,Zhao, Guangkuan,Hamze, Abdallah,Alami, Mouad,Provot, Olivier
, p. 5775 - 5779 (2020/08/17)
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.
Super electron donor-mediated reductive desulfurization reactions
Nozawa-Kumada, Kanako,Ito, Shungo,Noguchi, Koto,Shigeno, Masanori,Kondo, Yoshinori
supporting information, p. 12968 - 12971 (2019/11/05)
The desulfurization of thioacetals and thioethers by a pyridine-derived electron donor is described. This methodology provides efficient access to the reduced products in high yields and does not require the use of transition-metals, elemental alkali-metals, or hydrogen atom donors.
Mesoporous sBa-15 silica catalyst functionalized with phenylsulfonic acid groups (SbA-15-ph-So3h) as efficient nanocatalyst for chemoselective thioacetalization of carbonyl compounds
Sedrpoushan, Alireza,Ghazizadeh, Habibollah
, p. 112 - 118 (2017/01/18)
In this research a Nano acidic catalyst was prepared and its efficiency on thioacetalization of carbonyl compounds was examined. For this aim we used modified SBA-15 as support, which have been modified by phenolic and sulfonic acid. SBA-15 is a member of
Thioacetalization of aldehydes and ketones catalyzed by hexabromoacetone
Chaiseeda, Kittichai,Chavasiri, Warinthorn
, p. 1034 - 1039 (2017/09/08)
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
Alcohol-mediated direct dithioacetalization of alkynes with 2-chloro-1,3-dithiane for the synthesis of Markovnikov dithianes
Liu, Teng,Tian, Lixia,Lai, Junshan,Min, Deng,Qu, Mengnan,Tang, Shouchu
supporting information, p. 4068 - 4071 (2017/07/10)
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.
A substituted -1,3-dithiane-preparation method of compound
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Paragraph 0036-0040, (2017/01/31)
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.
