55832-80-9

Upstream product

• 874-14-6 1,3-dimethyluracil 
• 931-59-9 benzenesulfenyl chloride 
• 7033-39-8 5-bromo-1,3-dimethyluracil 
• 108-98-5 thiophenol 
• 49846-86-8 6-cyano-1,3-dimethyluracil 
• 13133-62-5 thiophenolate 
• 930-69-8 sodium thiophenolate 
• 40738-83-8 5-iodo-1,3-dimethyluracil 
• 882-33-7 diphenyldisulfane 

Downstream Products

• 874-14-6 1,3-dimethyluracil 
• 247220-10-6 5-benzenesulfinyl-1,3-dimethyluracil 
• 13509-52-9 1,3,6-trimethyluracil 

Relevant academic research and scientific papers

Iodine/persulfate-promoted site-selective direct thiolation of quinolones and uracils

A simple and general method for direct thiolation of 4-quinolones with disulfides or thiols under I2/K2S2O8 system has been developed. Under the optimal conditions, the C–S bond coupling can take place effectively with good to decent yields and excellent regioselectivity of the S-linked products. The established metal-free site-selective approach was also applicable to transform a range of uracil substrates to the thio-substituted products under mild conditions. Further transformation to the sulfone derivatives can be conveniently performed in one-pot. These easy-to-handle protocols represent a useful and interesting synthetic alternative with good substrate scope and functional group compatibility.

Copper-Catalyzed Regioselective Direct C–H Thiolation and Thiocyanation of Uracils

A novel copper-catalyzed direct C–H thiolation and thiocyanation of uracils using disulfides and thiocyanate salts respectively as coupling partners are described. These reactions enable the C–H bond cleavage and C–S bond formation to proceed efficiently under relatively mild conditions, providing useful methods for a preparation of a series of thio-substituted at the C5 position of uracil derivatives. These protocols exhibit several merits including simple experimental procedures, readily accessible substrates and reagents, broad scopes, high yields, and excellent regioselectivity. Preliminary mechanistic studies revealed that a radical pathway is likely to be involved.

Cu(ii)-catalyzed sulfide construction: both aryl groups utilization of intermolecular and intramolecular diaryliodonium salt

A sulfur-iodine exchange protocol of diaryliodonium salts with inorganic sulfur salt was developed. Both aryl groups in the diaryliodonium salt were fully exerted in this transformation. Five- to eight-membered sulfur-containing heterocycles were achieved. Note that [1]benzothieno-[3,2-b][1]benzothiophene (BTBT) (an organic field-effect transistor (OFET) material) and Zaltoprofen were efficiently established through this method.

Diaryl thioether compound, and synthetic method and application thereof

The invention discloses a diaryl thioether compound, and a synthetic method and an application thereof. Various diaryl thioether compounds can be obtained through a reaction of a reaction raw material high iodine salt in dimethyl sulfoxide at 60-100DEG C under the action of an odorless sulfuration reagent, an alkali, a metal catalyst and a ligand for 3-12h. Sulfur is introduced in the later stage, so poisoning of sulfur to the metal catalyst and incompatibility of an oxidant in the early stage reaction are avoided; the above inorganic sulfur source is nontoxic and odorless; and two aryl groups in the high iodine salt are fully used, so the atom economy of the method is fully shown. The diaryl thioether compound prepared through the method can be further used to synthesize a photoelectric material BTBT and an anti-inflammatory drug zaltoprofen.

Palladium-catalyzed carbon-sulfur cross-coupling reactions with indium tri(organothiolate) and its application to sequential one-pot processes

(Chemical Equation Presented) It was found that indium tri(organothiolate) is an effective nucleophilic coupling partner in Pd-catalyzed C-S cross-coupling reactions to produce the functionalized sulfides in excellent yields with high atom efficiency and

Synthesis of substituted uracils by the reactions of halouracils with selenium, sulfur, oxygen and nitrogen nucleophiles under focused microwave irradiation

Under microwave irradiation, the nucleophilic substitution reactions of halouracils with selenium, sulfur, oxygen and nitrogen nucleophiles was complete within several minutes with yields up to 99%. The method using microwave irradiation is superior to th

Efficient phenylsulfenylation and phenylselenenylation at the 5-position of uracil nucleosides with disulfide and diselenide mediated by [bis(trifluoroacetoxy)iodo] benzene

A series of uracil nucleosides reacted with diphenyl disulfide or diphenyl diselenide in the presence of hypervalent iodine reagent, [bis(trifluoroacetoxy)iodo]benzene, in acetonitrile to give the corresponding C-5 phenylsulfenylated or phenylselenenylate

Umpolung of Reactivity at the C-5 Position of Uracil: Facile Nucleophilic Reactions of Thiolate Ions at C-5 of 6-Cyano-1,3-dimethyluracil to Procure 5-Alkyl or 5-aryl-thio-1,3-dimethyluracils

1,3-Dimethyluracil-6-carbonitrile 1 with thiolate ions generated in situ from thioiminium salts or thiols under phase transfer catalytic conditions undergoes umpolung of reactivity at C-5 to give 5-alkyl- or 5-aryl-thio-1,3-dimethyluracils as the major or sole products.However, propane-1,3-dithiol causes reductive decyanation of 1 to 1,3-dimethyluracil.

Direct regioselective arylsulfenylation and arylselenenylation at 5-position of uracils mediated by silver reagents

Electrophilic additions of phenylsulfenyl chloride or phenylselenenyl chloride to a carbon-carbon double bond of C-5,6 region uracils in the presence of silver reagents such as Ag2O, AgBF4, or AgOCOCF3 directly gave the co