Beilstein J. Org. Chem.2009,5, No. 2, doi:10.3762/bjoc.5.2
The first direct synthesis of β-unsubstituted meso-decamethylcalix[5]pyrrole from pyrrole and acetone, with moderate yield, is described. The results showed that a bismuth salt was necessary to obtain calix[5]pyrrole, with the best results obtained using Bi(NO3)3.
Keywords: bismuth; calix[5]pyrrole
, all of these Lewis acids catalyzed the reaction to give 1 and/or 4 in amounts ranging from traces to moderate yields. Bismuth salts also produced 3. The results showed that a bismuth salt was necessary to obtain calix[5]pyrrole 2, with the best results being obtained with Bi(NO3)3. The advantages of
PDF
Graphical Abstract
Scheme 1:
Products obtained by the reaction of pyrrole and acetone with bismuth(III).