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In(OTf)3-catalysed one-pot versatile pyrrole synthesis through domino annulation of α-oxoketene-N,S-acetals with nitroolefins.
Srivastava, Abhijeet; Shukla, Gaurav; Nagaraju, Anugula; Verma, Girijesh Kumar; Raghuvanshi, Keshav; Jones, Raymond C F; Singh, Maya Shankar.
Afiliação
  • Srivastava A; Department of Chemistry, Faculty of Science, Banaras Hindu University, Varanasi-05, UP, India. mssinghbhu@yahoo.co.in.
Org Biomol Chem ; 12(29): 5484-91, 2014 Aug 07.
Article em En | MEDLINE | ID: mdl-24942816
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 ß-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.
Assuntos

Texto completo: 1 Base de dados: MEDLINE Assunto principal: Pirróis / Química Orgânica / Mesilatos / Alcenos / Etilenos / Cetonas / Acetais Idioma: En Revista: Org Biomol Chem Assunto da revista: BIOQUIMICA / QUIMICA Ano de publicação: 2014 Tipo de documento: Article País de afiliação: Índia

Texto completo: 1 Base de dados: MEDLINE Assunto principal: Pirróis / Química Orgânica / Mesilatos / Alcenos / Etilenos / Cetonas / Acetais Idioma: En Revista: Org Biomol Chem Assunto da revista: BIOQUIMICA / QUIMICA Ano de publicação: 2014 Tipo de documento: Article País de afiliação: Índia