Mesoionic 1,3-oxazolium-5-olates (manchnones) react with thiocoumarins having an electron-withdrawing group at the 3-position to afford stereodefined fused polycyclic thienopyrroles. The reaction sequence seems to be triggered by a regiospecific dipolar cycloaddition followed by ring opening of the initial 1:1 cycloadduct and intramolecular rearrangement with an unusual ring contraction. (C) 2010 Elsevier Ltd. All rights reserved.
|Titolo:||Stereodefined ring contraction-rearrangement of thiocoumarins to new fused benzo[b]thiophene derivatives|
|Data di pubblicazione:||2011|
|Appare nelle tipologie:||1.1 Articolo in rivista|