title: Chemodivergent, One-Pot, Multi-Component Synthesis of Pyrroles and Tetrahydropyridines under Solvent- and Catalyst-Free Conditions Using the Grinding Method.
abstract: A highly efficient, chemoselective synthesis of a library of polysubstituted pyrroles and tetrahydropyridines has been achieved through the one-pot, multicomponent reactions of ethyl (E)-3-(aryl/alkyl amino) acrylates, 2,2-dihydroxy-1-arylethan-1-ones, and malononitrile under solvent- and catalyst-free grinding conditions. The selective formation of pyrrole or tetrahydropyridines relied on substitution of the N-aryl of ethyl (E)-3-(4-arylamino) acrylates. These reactions presumably occurred via a domino Knoevenagel condensation and Michael addition followed by an intramolecular cyclization sequence of reactions in a single transformation.
authors.affiliation: Department of Organic Chemistry, School of Chemistry, Madurai Kamaraj University , Madurai 625 021, Tamil Nadu, India.
authors.forename: Isaivani
authors.initials: I
authors.lastname: Dhinakaran
authors.affiliation: Department of Organic Chemistry, School of Chemistry, Madurai Kamaraj University , Madurai 625 021, Tamil Nadu, India.
authors.forename: Vediappen
authors.initials: V
authors.lastname: Padmini
authors.affiliation: Department of Chemistry, Texas A&M University , College Station, Texas 77842, United States.
authors.forename: Nattamai
authors.initials: N
authors.lastname: Bhuvanesh
mesh_terms: D000179:Acrylates / Q000737:chemistry; D002384:Catalysis; D003500:Cyclization; D011725:Pyridines / Q000138:chemical synthesis*; D011758:Pyrroles / Q000138:chemical synthesis*; D054852:Small Molecule Libraries / Q000138:chemical synthesis*; D012997:Solvents
chemical_list: D000179:Acrylates; D011725:Pyridines; D011758:Pyrroles; D054852:Small Molecule Libraries; D012997:Solvents
keywords: catalyst-free; chemoselective; grinding; multicomponent; solvent-free; tetrahydropyridines