Ag(I)-Catalyzed C-H Carboxylation of Thiophene Derivatives
CO2utilization is an attractive aspect as it allows the direct conversion of CO2into valuable chemicals. In this regard, direct incorporation of CO2into the C-H bond of heteroaromatic compounds is important due to the ubiquitous structural motifs of the heteroaromatic carboxylic acids. Herein, we report the Ag-catalyzed C-H carboxylation of thiophene derivatives. This new catalytic system involving a phosphine ligand and lithiumtert-butoxide enables the direct carboxylation of thiophenes under mild reaction conditions. Experimental studies revealed that the use oftert-butyl alkoxide is critical for the exergonic formation of an arylsilver intermediate, and the results were further supported by density functional theory calculations.
Lee, Mijung,Hwang, Young Kyu,Kwak, Jaesung
supporting information
p. 3136 - 3144
(2021/09/30)
An efficient and facile process for synthesis of 4,5-dichlorothiophene-2-carboxylic acid using N-chlorosuccinimide
4,5-Dichlorothiophene-2-carboxylic acid was obtained from the starting material thiophene-2-carboxylic acid via esterification, chlorination and hydrolysis. The chlorination reaction was achieved using N.chlorosuccinimide as the chlorinating agent with high selectivity and yield. The advantages of this synthesis route were mild reaction conditions, simplified operational procedure and the raw materials were easy to obtain. It could be applied to industrial production.
Wang, Peng,Ji, Min,Sha, Fei
p. 622 - 624
(2015/01/09)
Herbicidal Thienylureas, II
In search of novel biological active thiophene derivatives we recently focused our interest on thienylureas.The present paper deals with substances being in close relation to second generation urea herbicides (C).The main part describes syntheses leading to thiophene carboxylic acids with corresponding substitution patterns.A modified Curtius degradation was used as key step for the formation of the thienylureas. - Keywords: Curtius degradation; Herbicides; Thiophenes; Ureas
Stanetty, Peter,Puschautz, Erhard
p. 65 - 72
(2007/10/02)
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