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

Authors

Hai Tao You, University of Tasmania
Andrew C. Grosse, University of Tasmania
James K. Howard, University of Tasmania
Christopher J. T Hyland, University of TasmaniaFollow
Jeremy Just, University of Tasmania
Peter P. Molesworth, University of Tasmania
Jason A. Smith, University of Tasmania

RIS ID

95174

Publication Details

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.

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.