Chemoselective Dithioacetalization Research Articles

Facile chemoselective dithioacetalization of carbonyl compounds promoted by Fe3O4@MCM-41-GPTMS-Gu-CuIINPs as an efficient magnetic nanostructured catalyst

Dithioacetalization, as a well-known class of organic transformation, was carried out for protection of a wide variety of aromatic (with electron releasing and electron withdrawing substituents), heteroaromatic and aliphatic aldehydes as well as ketones by 1,2-ethanedithiol/or 1,3-propanedithiol in the presence of Fe3O4@MCM-41-GPTMS-Gu-CuIINPs. The corresponding 1,3-dithiolanes and 1,3-dithianes were obtained chemoselectively in the presence of Fe3O4@MCM-41-GPTMS-Gu-CuIINPs with hexagonal core-shell structure, superparamagnetic behavior, and average particle size of 8–25 nm under mild reaction conditions. The nanostructured catalyst could be separated easily from the reaction mixture using a magnetic bar and reused in several reaction runs without any remarkable reduction in its catalytic activity. Nearly neutral conditions, good to high yields of the products, operational simplicity, easy work-up procedure, compatibility with various functional groups make the present method valuable in addition to the known methodologies.

λ3‐Iodanes as Visible Light Photocatalyst in Thioacetalization of Aldehydes

Introduction of an iodine(III) reagent as visible‐light photocatalyst for chemoselective dithioacetalization has been the limelight of the current methodology. The mechanistic investigations reveal that the reactions proceeded via radical pathway upon light induced hemolytic cleavage of C–I bond of the catalyst. Several dithioacetals were easily accessible at room temperature and environmentally benign condition.

Poly(N‐bromobenzene‐1,3‐disulfonamide) and N,N,N′,N′‐tetrabromobenzene‐1,3‐disulfonamide as a mild and efficient catalyst for chemoselective thioacetalization of carbonyl functions and transthioacetalization reactions

AbstractPoly(N‐bromobenzene‐1,3‐disulfonamide) and N,N,N′,N′‐tetrabromobenzene‐1,3‐disulfonamide are effective catalysts for chemoselective dithioacetalization of aldehydes in the presence of ketones under neutral conditions. J. Heterocyclic Chem., (2011).

ChemInform Abstract: Chemoselective Dithioacetalization and Oxathioacetalization of Carbonyl Compounds Using Alumina Sulfuric Acid as Catalyst.

AbstractChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

Chemoselective Dithioacetalization and Oxathioacetalization of Carbonyl Compounds Using Alumina Sulfuric Acid as Catalyst

Carbonyl compounds have been successfully converted into their corresponding dithiolane, dithiane, and oxathiolane derivatives using a catalytic amount of alumina sulfuric acid (Al2O3–SO3H) with excellent yields at room temperature in short reaction times under mild conditions. This simple method is a highly chemoselective procedure for protection of aldehydes in the presence of ketones, and the heterogeneous catalyst can be recovered and reused several times without any loss of its activity.

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 magnesium hydrogensulfate. The synthetic simple procedures reported in this paper constitute an exceptionally mild procedure for carbonyl protection in ambient conditions.

A Mild and Chemoselective Dithioacetalization of Aldehydes in the Presence of Anhydrous Copper (II) Sulfate

Various aldehydes have been protected with different thiols as dithioacetals with excellent yields using anhydrous copper sulfate as a mild and chemoselective catalyst. The reaction is carried out in a solvent and/or under solvent-free conditions. The transthioacetalization of oxyacetals into dithioacetals was also achieved in an excellent yield.

Comparison of different Lewis acids supported on natural phosphate as new catalysts for chemoselective dithioacetalization of carbonyl compounds under solvent-free conditions

Various carbonyl compounds can be efficiently converted to their corresponding dithioacetals in the presence of catalytic amounts of ZnCl2, NiCl2 or CuCl2 supported on natural phosphate. The best catalytic activities were observed with the zinc catalysts. In addition, by employing these catalysts, highly chemoselective dithioacetalization of carbonyl compounds has been achieved.

Molten Salt as a Green Reaction Medium: Efficient and Chemoselective Dithioacetalization and Oxathioacetalization of Aldehydes Mediated by Molten Tetrabutylammonium Bromide.

AbstractFor Abstract see ChemInform Abstract in Full Text.

Cobalt(II)chloride Catalyzed Chemoselective Thioacetalization of Aldehydes.

AbstractFor Abstract see ChemInform Abstract in Full Text.

Molten Salt as a Green Reaction Medium: Efficient and Chemoselective Dithioacetalization and Oxathioacetalization of Aldehydes Mediated by Molten Tetrabutylammonium Bromide

Tetrabutylammonium bromide in the molten state has been demonstrated to be a very efficient catalyst and reaction medium for the highly chemoselective dithioacetalization and oxathioacetalization of aldehydes. The tetrabutylammonium bromide is recycled for subsequent reactions.

Cobalt(II)chloride catalyzed chemoselective thioacetalization of aldehydes

A mild and chemoselective dithioacetalization procedure for the protection of various aldehydes in the presence of catalytic amount of cobalt(II)chloride is described.

ChemInform Abstract: Chemoselective Dithioacetalization of Carbonyl Compounds under Solvent‐Free Conditions.

AbstractChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

Mild and Efficient Chemoselective Protection of Aldehydes as Dithioacetals Employing N-Bromosuccinimide

A mild and chemoselective dithioacetalization procedure for the protection of aromatic, aliphatic, and alkenyl aldehydes in presence of catalytic amount of N-bromosuccinimide under neutral conditions is described.

Indium tribromide-catalyzed chemoselective dithioacetalization of aldehydes in non-aqueous and aqueous media

Indium tribromide efficiently catalyzes the chemoselective dithioacetalization of aldehydes in the presence of ketones in dichloromethane. The catalyst is also active in water, which can be reused, in the same pot, for several times without any decrease in the yield of reaction.

ChemInform Abstract: Lithium Trifluoromethanesulfonate (LiOTf) as a Highly Efficient Catalyst for Chemoselective Dithioacetalization of Carbonyl Compounds under Neutral and Solvent‐Free Conditions.

AbstractChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

Lithium trifluoromethanesulfonate (LiOTf) as a highly efficient catalyst for chemoselective dithioacetalization of carbonyl compounds under neutral and solvent-free conditions

Various types of carbonyl compound can be efficiently and chemoselectively converted to their corresponding dithioacetals in the presence of catalytic amounts of lithium triflate under solvent-free conditions. Due to the neutrality of the reaction medium, this method is especially useful for acid sensitive substrates.

ChemInform Abstract: Tungsten Hexachloride (WCl6) as an Efficient Catalyst for Chemoselective Dithioacetalization of Carbonyl Compounds and Transthioacetalization of Acetals.

AbstractChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

Tungsten Hexachloride (WCl6) as an Efficient Catalyst for Chemoselective Dithioacetalization of Carbonyl Compounds and Transthioacetalization of Acetals

A variety of aldehydes, ketones and O,O-acetals were efficiently converted to the corresponding 1,3-dithianes and 1,3-dithiolanes by using catalytic amounts of tungsten hexachloride (WCl6) in CH2Cl2 under mild conditions.