Discovery of Methyl benzo[b]thiophene-2-carboxylate

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Investigation on the one-step preparation of 2-substituted benzo[B]thiophenes

A convenient and efficient synthesis of 2-substituted benzo[b]thiophenes is described. This one-step reaction of alkylthiobenzaldehyde and activated electrophiles proceeded smoothly in toluene at 120 C with magnesium oxide as a catalyst. The target 2-substituted benzo[b]thiophenes are obtained in moderate yields and the side reaction is inhibited via azeotropic distillation. According to the experiments, a plausible mechanism is presented.

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Reference£º
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem