105508-07-4Relevant articles and documents
Regiocontrolled synthesis of pyrrole-2-carboxaldehydes and 3-pyrrolin-2-ones from pyrrole Weinreb amides
Coffin, Aaron R.,Roussell, Michael A.,Tserlin, Elina,Pelkey, Erin T.
, p. 6678 - 6681 (2006)
A regiocontrolled synthesis of 3,4-disubstituted pyrrole-2-carboxaldehydes was completed in two steps from acyclic starting materials. A Barton-Zard pyrrole synthesis between N-methoxy-N-methyl-2-isocyanoacetamide and α-nitroalkenes or β-nitroacetates provided N-methoxy-N-methyl pyrrole-2-carboxamides (pyrrole Weinreb amides), which were converted into the corresponding pyrrole-2-carboxaldehydes by treatment with lithium aluminum hydride. A regioselective oxidation of the pyrrole-2-carboxaldehydes gave the corresponding 3,4-disubstituted 3-pyrrolin-2-ones.
Antiinflammatory 2,3-dihydro-1H-pyrrolizines, X: 6,7-diaryl substituted 1- and 3-pyrrolizinones (1-DAPON and 3-DAPON)
Dannhardt,Steindl
, p. 749 - 755 (2007/10/02)
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