10039-63-1Relevant academic research and scientific papers
Indium(III)-catalysed highly regioselective addition of thiolacetic acid to non-activated olefins
We?wer, Michel,Du?ach, Elisabet
, p. 287 - 289 (2006)
Indium(III) chloride and indium(III) trifluoromethanesulfonate were found to be excellent catalysts for the addition of thiolacetic acid to non-activated olefins. The reaction is highly regioselective and can be run in the presence of 1 mol % of catalyst.
Convenient synthesis of thiol esters from acyl chlorides and disulfides using Zn/AlCl3
Lakouraj, Moslem M.,Movassagh, Barahman,Fadaei, Zahra
, p. 1085 - 1088 (2002)
Various thiol esters were prepared by condensation of acyl chlorides with disulfides in the presence of Zn/AlCl3. The advantages of this method are high yields under relatively mild conditions, simple work-up, lack of toxicity, and low costs.
P2O5/Al2O3 AS an efficient heterogeneous catalyst for the acetylation of alcohols, phenols, thiols, and amines under solvent-free conditions
Zarei, Amin,Hajipour, Abdol R.,Khazdooz, Leila
, p. 1772 - 1785 (2011)
A convenient, rapid, and efficient method for the acetylation of alcohols, phenols, thiols, and amines has been developed by using acetic anhydride in the presence of a catalytic amount of P2O5/Al 2O3 under solvent-free conditions at room temperature. This reaction was studied under different conditions, and several solvents were examined for this conversion. However, in terms of reaction time and yield, it was found that the best result was obtained when the reaction was carried out under solvent-free conditions. Racemization of optically active alcohols and epimerization of sugars were not observed. The use of nontoxic and inexpensive materials, simple and clean workup, short reaction times, and good yields of the products are the advantages of this method.
Lewis acid catalyzed acylation reactions: Scope and limitations
Chandra, Kusum L,Saravanan,Singh, Rajesh K,Singh, Vinod K
, p. 1369 - 1374 (2002)
Acylation of alcohols, thiols, and sugars were studied with a variety of Lewis acids, and it was found that Cu- and Sn(OTf)2 are very efficient in catalyzing the reaction under mild conditions. Among these two catalysts, Cu(OTf)2 was preferred because of its lower cost and relatively higher yield of the acylated product. The reaction was studied in several solvents, but CH2Cl2 was preferred. It was also observed that the present method is suitable for acylation of tertiary alcohols. Sugars were also acylated without any epimerization at the anomeric center. It is further shown here that this method is also suitable for selective acylation of primary or secondary alcohols over tertiary ones.
Poly-(N,N′-dibromo-N-ethyl-benzene-1,3-disulfonamide) and N,N,N′,N′- tetrabromobenzene-1,3-disulfonamide as highly efficient catalysts, and (AC2O/SIO2) as a heterogeneous system for the acetylation of alcohols, amines, and thiols under microwave irradiation
Veisi, Hojat,Ghorbani-Vaghei, Ramin,Eskandari, Hosna,Hemmati, Saba,Rezaei, Ardashir,Hajinazari, Somaye,Far, Mohammad Raoof Heidari,Entezari, Azam
, p. 213 - 219 (2011)
Chemical Equation Presented Poly-(N,N′-dibromo-N-ethyl-benzene-1,3- disulfonamide) (PBBS) and N,N,N′,N′-tetrabromobenzene-1,3- disulfonamide (TBBDA) are good activators and catalytic reagents for the acetylation of alcohols, amines, and thiols. The presented method has the advantages of mild conditions, chemoselectivity, and good to high yields, and uses noncorrosive, inexpensive, recyclable, and environmentally friendly catalysts. We have also demonstrated that combining SiO2 with microwave energy provides an efficient, fast, convenient, and easy workup procedure for the synthesis of mono- and disubstituted acetates, acetamides, and thioacetamides. Copyright Taylor & Francis Group, LLC.
Tris(pentafluorophenyl)borane catalyzed acylation of alcohols, phenols, amines, and thiophenols under solvent-free condition
Prajapti, Santosh Kumar,Nagarsenkar, Atulya,Babu, Bathini Nagendra
, p. 1784 - 1787 (2014)
The acylation of alcohols, phenols, amines, and thiophenols was accomplished with 0.5 mol % of tris(pentafluorophenyl)borane [B(C 6F5)3] at ambient temperature under solvent-free condition. Major advantages of this method include high yield, short reaction time, simple procedure, compatibility with sensitive protecting groups as well as other functional groups, absence of racemization of optical active compounds, and epimerization of sugars.
Mild Ti-mediated transformation of t-butyl thio-ethers into thio-acetates
Pijper, Thomas C.,Robertus, Jort,Browne, Wesley R.,Feringa, Ben L.
, p. 265 - 268 (2014)
We report a straightforward method for the rapid conversion of thio-ethers to thio-acetates using TiCl4, in good to excellent yields. The reaction conditions tolerate a variety of functional groups, including halide, nitro, ether, thiophene and acetylene functionalities. A catalytic variant of this reaction is also described. This journal is
Noncross-linked polystyrene nanoencapsulation of ferric chloride: A novel and reusable heterogeneous macromolecular Lewis acid catalyst toward selective acetylation of alcohols, phenols, amines, and thiols
Alinejad, Sara,Donyapeyma, Ghazaleh,Rahmatpour, Ali
, (2022/01/24)
Ferric chloride has been successfully nanoencapsulated for the first time on a non-cross-linked polystyrene matrix as the shell material via the coacervation technique. The resulting polystyrene nanoencapsulated ferric chloride was used as a novel and rec
Atmospheric Oxygen Mediated Radical Hydrothiolation of Alkenes
McCourt, Ruairí O.,Scanlan, Eoin M.
supporting information, p. 15804 - 15810 (2020/10/26)
A mild, metal-free, atmospheric oxygen-mediated radical hydrothiolation of alkenes (and alkyne) is reported. A variety of sulfur containing motifs including alkanethiols, thiophenols and thioacids undergo an atmospheric oxygen-mediated radical hydrothiolation reaction with a plethora of alkenes in good yield with excellent functional group compatibility, typically with short reaction times to furnish a range of functionalized products. Biomolecules proved tolerant to the conditions and the procedure is robust and easily executable requiring no specialized equipment. Concise mechanistic studies confirm the process proceeds through radical intermediates in a thiol-ene reaction manifold. The methodology offers an efficient “green” approach for thiol-ene mediated “click” ligation and a milder alternative to thermally initiated hydrothiolation processes.
Visible-Light-Mediated Organocatalyzed Thiol-Ene Reaction Initiated by a Proton-Coupled Electron Transfer
Levin, Vitalij V.,Dilman, Alexander D.
, p. 8337 - 8343 (2019/06/27)
A convenient method for performing a thiol-ene reaction is described. The reaction is performed under blue-light irradiation and catalyzed by photoactive Lewis basic molecules such as acridine orange or naphthalene-fused N-acylbenzimidazole. It is believed that the process is initiated by a proton-coupled electron transfer process within the complex between the thiol and the Lewis basic catalyst.
