One-pot synthesis of 3,4-disubstituted 1H-pyrroles from 2-tropanones.
3,4-Disubstituted pyrroles (2, 3) were prepared from 6/7-carboxyethyl-3-phenyl-3-tropen-2-ones (1) regioselectively and with high yields by using tosylmethyl isocyanide (TosMIC). This procedure enables the synthesis of pyrroles substituted with two distinct groups: a phenyl group and a substituted pyrrolidine analogue. The crystal structure of product 2a was determined, and the analogous derivatives were identified by (1)H and (13)C NMR spectroscopy.
Airaksinen
Anu J
AJ
Department of Chemistry, University of Kuopio, 70211 Kuopio, Finland. anu.airaksinen@uku.fi
Ahlgren
Markku
M
Vepsäläinen
Jouko
J