6533b7d0fe1ef96bd125b882

RESEARCH PRODUCT

Modular one-pot synthesis of tetrasubstituted pyrroles from alpha-(alkylideneamino)nitriles.

Till OpatzInes Bergner

subject

chemistry.chemical_classificationAldehydesNitrileOrganic ChemistryOne-pot synthesisNitroalkaneRegioselectivityAlkenesNitro CompoundsAldehydeChemical synthesisCycloadditionchemistry.chemical_compoundchemistryCyclizationNitrilesOrganic chemistryPyrrolesPyrrole

description

2,3,4,5-Tetrasubstituted pyrroles have been prepared with high regioselectivity by a formal cycloaddition of alpha-(alkylideneamino)nitriles and nitroolefins followed by elimination of HCN and HNO2. The reaction allows the convergent construction of the pyrrole ring in four steps from a nitroalkane and three aldehydes.

10.1021/jo070426xhttps://pubmed.ncbi.nlm.nih.gov/17713947