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Chemoselective reduction of 2-acyl-N-sulfonylpyrroles: synthesis of 3-pyrrolines and 2-alkylpyrroles

Journal Article


Abstract


  • The partial reduction of pyrroles is not a common practice even though it offers a potential route to pyrroline building blocks, commonly used for synthesis. We have investigated the reduction of 2-acyl-N-sulfonylpyrroles and by varying the hydride source and solvent, achieved a chemoselective reduction, leading to 3-pyrrolines and alkyl pyrroles in high yield.

UOW Authors


  •   You, Hai Tao (external author)
  •   Grosse, Andrew C. (external author)
  •   Howard, James K. (external author)
  •   Hyland, Christopher
  •   Just, Jeremy (external author)
  •   Molesworth, Peter P. (external author)
  •   Smith, Jason A. (external author)

Publication Date


  • 2011

Citation


  • You, H., Grosse, A. C., Howard, J. K., Hyland, C. J. T., Just, J., Molesworth, P. P. & Smith, J. A. (2011). Chemoselective reduction of 2-acyl-N-sulfonylpyrroles: synthesis of 3-pyrrolines and 2-alkylpyrroles. Organic and Biomolecular Chemistry, 9 (10), 3948-3953.

Scopus Eid


  • 2-s2.0-79955385087

Ro Metadata Url


  • http://ro.uow.edu.au/smhpapers/2320

Has Global Citation Frequency


Number Of Pages


  • 5

Start Page


  • 3948

End Page


  • 3953

Volume


  • 9

Issue


  • 10

Place Of Publication


  • United Kingdom

Abstract


  • The partial reduction of pyrroles is not a common practice even though it offers a potential route to pyrroline building blocks, commonly used for synthesis. We have investigated the reduction of 2-acyl-N-sulfonylpyrroles and by varying the hydride source and solvent, achieved a chemoselective reduction, leading to 3-pyrrolines and alkyl pyrroles in high yield.

UOW Authors


  •   You, Hai Tao (external author)
  •   Grosse, Andrew C. (external author)
  •   Howard, James K. (external author)
  •   Hyland, Christopher
  •   Just, Jeremy (external author)
  •   Molesworth, Peter P. (external author)
  •   Smith, Jason A. (external author)

Publication Date


  • 2011

Citation


  • You, H., Grosse, A. C., Howard, J. K., Hyland, C. J. T., Just, J., Molesworth, P. P. & Smith, J. A. (2011). Chemoselective reduction of 2-acyl-N-sulfonylpyrroles: synthesis of 3-pyrrolines and 2-alkylpyrroles. Organic and Biomolecular Chemistry, 9 (10), 3948-3953.

Scopus Eid


  • 2-s2.0-79955385087

Ro Metadata Url


  • http://ro.uow.edu.au/smhpapers/2320

Has Global Citation Frequency


Number Of Pages


  • 5

Start Page


  • 3948

End Page


  • 3953

Volume


  • 9

Issue


  • 10

Place Of Publication


  • United Kingdom