jt148 - 17-1-2014 at 17:23
Recently, I've become interested in the compounds using the benzene-thiophene bioisostere couple (thienodiazepines, thiopropamine and its N-methyl
analogue) and have considered the possible extensions of this work to the tryptamines, using a thienopyrrole core in place of the usual indole.
The synthesis of thienopyrrole as a standalone molecule does not seem to be well documented, however, and given the instability of the aminothiophenes
it seems likely that the intermediates needed for a Fischer type ring formation would be highly unstable.
However, I would like to ask if A) anyone knows of any papers or patents which my searching has not yet yielded on the synthesis of these compounds B)
anyone can think of any reason why a Buchwald modification type reaction from the 2- and 3-bromothiophenes wouldn't be viable and C) anyone has any
ideas which I might not have considered in the formation of this ring system for me to look into/perhaps try.