论文信息 - Benzo[b]thiophene derivatives. XXV. Condensation and reductive alkylation of 3‐aminoalkylbenzo[b]thiophenes with formaldehyde

Benzo[b]thiophene derivatives. XXV. Condensation and reductive alkylation of 3‐aminoalkylbenzo[b]thiophenes with formaldehyde

The reductive alkylation of 3-aminomethylbenzo[b]thiophene by the Eschweiler-Clarke (formaldehyde-formic acid) method and of 3-β-aminoethylbenzo[b]thiophene by the Borch (formaldehyde-cyanoborohydride) method proceeded in good yields. However, the Eschweiler-Clarke reaction with 3-β-aminoethylbenzo[b]thiophene gave the Pictet-Spengler cyclized product, N-methyl-1,2,3,4-tetrahydrobenzo[b]thieno[2,3c]pyridine. Mechanistic aspects of the latter reaction were investigated.

E. Campaigne | E. Homfeld

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