2158-88-5

Usage

InChI:InChI=1/C7H8O3S/c1-2-10-7(9)6-5(8)3-4-11-6/h3-4,9H,2H2,1H3/b7-6+

Upstream product

• 623-51-8 ethyl 2-sulfanylacetate 
• 623-47-2 propynoic acid ethyl ester 
• 128889-74-7 5-(ethoxycarbonylmethylsulfanylmethylene)-2,2-dimethyl-1,3-dioxane-4,6-dione 
• 2810-04-0 Ethyl thiophene-2-carboxylate 
• 5788-17-0 methyl (2E)-3-methoxy-2-propenoate 

Downstream Products

• 5118-07-0 3-hydroxythiophene-2-carboxylic acid 

Relevant academic research and scientific papers

Preparation method of 3-hydroxythiophene-2-carboxylate compound

The invention provides a preparation method of a 3-hydroxythiophene-2-carboxylate compound. The preparation method comprises the following steps of enabling a formula as shown in the description to carry out a condensation reaction with E-3-methyl methoxyacrylate in an alkaline condition to form the 3-hydroxythiophene-2-carboxylate compound, wherein R is selected from any one of C1 to C10 alkyl and C2 to C10 alkenyl. The formula as shown in the description and the E-3-methyl methoxyacrylate are adopted as raw materials, and are enabled to carry out the condensation reaction in the alkaline condition to form a thiophene ring; the reaction is easy to carry out; the reaction condition is easy to control; and the product yield is higher in a proper condition. The cost of the E-3-methyl methoxyacrylate is lower compared with that of 2-methyl chloroacrylate or methyl propiolate; and therefore, the synthetic process cost of the 3-hydroxythiophene-2-carboxylate compound is decreased.

Ruthenium(II)-catalyzed synthesis of hydroxylated arenes with ester as an effective directing group

An unprecedented Ru(II) catalyzed ortho-hydroxylation has been developed for the facile synthesis of a variety of multifunctionalized arenes from easily accessible ethyl benzoates with ester as an efficient directing group. Both the TFA/TFAA cosolvent system and oxidants serve as the critical success factors in this transformation. The reaction demonstrates excellent reactivity, good functional group tolerance, and high yields.

Synthesis of 3-hydroxythiophenes and thiophen-3(2H)-ones by pyrolysis of alkylsulfanylmethylene Meldrum's acid derivatives

3-Hydroxythiophene 1 and a range of its 2-substituted, 2,2-disubstituted and 5-substituted derivatives have been made by flash vacuum pyrolysis (FVP) of an appropriate alkylsulfanylmethylene derivative of Meldrum's acid 3 or 4.These compounds are readily obtained, either by reaction of methoxymethylene Meldrum's acid with alkylthiols in refluxing acetonitrile, or via the bis(methylsulfanyl) compound 18 by known procedures.The pyrolysis proceeds by a hydrogen-transfer-cyclisation mechanism in which thereis extensive loss of configuration of a chiral centre at the reaction site.The NMR and mass spectra of the Meldrum's acid precursors and the mass spectra of the 3-hydroxythiophenes are briefly discussed.