Issue 10, 2011
From the journal:

Organic & Biomolecular Chemistry

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

Hai Tao You,a   Andrew C. Grosse,a   James K. Howard,a   Christopher J. T. Hyland,a   Jeremy Just,a   Peter P. Moleswortha  and  Jason A. Smith*a  

* Corresponding authors

a School of Chemistry, University of Tasmania, Hobart, Australia
E-mail: Jason.Smith@utas.edu.au
Fax: 613 6226 2858
Tel: 613 6226 2182

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.

Graphical abstract: Chemoselective reduction of 2-acyl-N-sulfonylpyrroles: Synthesis of 3-pyrrolines and 2-alkylpyrroles

About
Cited by
Related
Download options Please wait...

Supplementary files

Article information

DOI
https://doi.org/10.1039/C1OB05111C
Article type
Paper
Submitted
20 Jan 2011
Accepted
04 Mar 2011
First published
04 Mar 2011

Org. Biomol. Chem., 2011,9, 3948-3953

Permissions

Request permissions

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

H. T. You, A. C. Grosse, J. K. Howard, C. J. T. Hyland, J. Just, P. P. Molesworth and J. A. Smith, Org. Biomol. Chem., 2011, 9, 3948 DOI: 10.1039/C1OB05111C

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements