In(OTf)3-catalysed one-pot versatile pyrrole synthesis through domino annulation of α-oxoketene-N,S-acetals with nitroolefins.

نویسندگان

  • Abhijeet Srivastava
  • Gaurav Shukla
  • Anugula Nagaraju
  • Girijesh Kumar Verma
  • Keshav Raghuvanshi
  • Raymond C F Jones
  • Maya Shankar Singh
چکیده

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.

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عنوان ژورنال:
  • Organic & biomolecular chemistry

دوره 12 29  شماره 

صفحات  -

تاریخ انتشار 2014