title: In(OTf)3-catalysed one-pot versatile pyrrole synthesis through domino annulation of α-oxoketene-N,S-acetals with nitroolefins.
abstract: In(OTf)3-catalyzed robust and sustainable one-pot access to previously unknown and synthetically demanding polysubstituted pyrroles via [3 + 2] annulation of α-oxoketene-N,S-acetals with β-nitrostyrenes has been achieved under solvent-free conditions. The merit of this domino Michael addition/cyclization sequence is highlighted by its operational simplicity, short reaction time (5-10 min), good to excellent yields, tolerance of a large variety of functional groups, and efficiency of producing two new (C-C and C-N) bonds and one highly functionalized pyrrole ring in a single operation, which make it an ideal alternative to existing methods.
authors.affiliation: Department of Chemistry, Faculty of Science, Banaras Hindu University, Varanasi-05, UP, India. mssinghbhu@yahoo.co.in.
authors.forename: Abhijeet
authors.initials: A
authors.lastname: Srivastava
authors.forename: Gaurav
authors.initials: G
authors.lastname: Shukla
authors.forename: Anugula
authors.initials: A
authors.lastname: Nagaraju
authors.forename: Girijesh Kumar
authors.initials: GK
authors.lastname: Verma
authors.forename: Keshav
authors.initials: K
authors.lastname: Raghuvanshi
authors.forename: Raymond C F
authors.initials: RC
authors.lastname: Jones
authors.forename: Maya Shankar
authors.initials: MS
authors.lastname: Singh
mesh_terms: D000080:Acetals / Q000138:chemical synthesis / Q000737:chemistry*; D000475:Alkenes / Q000138:chemical synthesis / Q000737:chemistry*; D002384:Catalysis; D002625:Chemistry, Organic / Q000379:methods*; D005030:Ethylenes / Q000737:chemistry*; D007659:Ketones / Q000737:chemistry*; D008698:Mesylates / Q000737:chemistry*; D008968:Molecular Conformation; D011758:Pyrroles / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D000080:Acetals; D000475:Alkenes; D005030:Ethylenes; D007659:Ketones; D008698:Mesylates; D011758:Pyrroles; C012077:trifluoromethanesulfonic acid; C008223:ketene