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- W2950621606 abstract "A preparative method of synthesis of the new methyl 3-iodo-1-benzothiophene-2-carboxylate was elaborated. Electrochemical behavior of methyl 3-chloro-, bromo- and iodo-1-benzothiophene-2-carboxylates 1 - 3 , and of their reduction and dimer products 4 , 5 in anhydrous dimethylformamide has been investigated at mercury and platinum electrodes using polarography, cyclic voltammetry and voltammetry on a rotating platinum disk electrode. The reduction in divided cells follows the ECE mechanism (electron - chemical step - electron), where the primary radical anion is split into a halide anion and neutral heterocyclic radical, which is immediately reduced by the second electron and protonated. The only reduction product is the methyl 1-benzothiophene-2-carboxylate ( 5 ); whereas the EDim mechanism (electron - dimer formation) leading to the dimeric species 4 was not observed under the above conditions. Reduction of 1 - 3 on platinum causes formation of a blocking film on the electrode. Sonication during electrolysis successfully reactivates the electrode." @default.
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- W2950621606 date "2004-01-01" @default.
- W2950621606 modified "2023-10-16" @default.
- W2950621606 title "Synthesis and Electrochemical Reduction of Methyl 3-Halo-1-benzothiophene-2-carboxylates" @default.
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- W2950621606 doi "https://doi.org/10.1135/cccc20040242" @default.
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