Rearrangement and cyclisation of N-(2-hydroxyphenethyl)-2-aminomethylthiophens
Abstract
Treatment with acids converted N-(2-hydroxy-2-Phenethyl)-2-aminomethylthiophens into thienotetrahydro-pyridines in good yield; with trifluoroacetic acid the major product was the rearranged 7-phenyl-4,5,6,7-tetrahydrothieno[3,2-c]pyridine, whereas with polyphosphoric acid the product formed exclusively was the non-rearranged 4- phenyl-4,5,6,7-tetrahydrothieno[2,3-c]pyridine.