An acyl-Claisen/Paal-Knorr approach to fully substituted pyrroles. Issue 31 (4th August 2016)
- Record Type:
- Journal Article
- Title:
- An acyl-Claisen/Paal-Knorr approach to fully substituted pyrroles. Issue 31 (4th August 2016)
- Main Title:
- An acyl-Claisen/Paal-Knorr approach to fully substituted pyrroles
- Authors:
- Dittrich, Nora
Jung, Eun-Kyung
Davidson, Samuel J.
Barker, David - Abstract:
- Abstract: The synthesis of fully substituted pyrroles using the Paal-Knorr reaction on acyl-Claisen derived 2, 3- syn -disubstituted-1, 4-diketones is reported. The use of the acyl-Claisen rearrangement allows the synthesis of wide variety of syn -substituted 1, 4-diketones which are shown to be better substrates for pyrrole condensation than their corresponding anti isomers. When the reaction was performed open to air the use of nucleophilic amines in the pyrrole forming step leads to auto-oxidation of the 5-methyl group giving exclusively 5-formyl pyrroles. Graphical abstract:
- Is Part Of:
- Tetrahedron. Volume 72:Issue 31(2016)
- Journal:
- Tetrahedron
- Issue:
- Volume 72:Issue 31(2016)
- Issue Display:
- Volume 72, Issue 31 (2016)
- Year:
- 2016
- Volume:
- 72
- Issue:
- 31
- Issue Sort Value:
- 2016-0072-0031-0000
- Page Start:
- 4676
- Page End:
- 4689
- Publication Date:
- 2016-08-04
- Subjects:
- Pyrrole -- Paal-Knorr -- Acyl-Claisen -- Oxidation
Chemistry, Organic -- Periodicals
547.005 - Journal URLs:
- http://www.elsevier.com/journals ↗
- DOI:
- 10.1016/j.tet.2016.06.049 ↗
- Languages:
- English
- ISSNs:
- 0040-4020
- Deposit Type:
- Legaldeposit
- View Content:
- Available online (eLD content is only available in our Reading Rooms) ↗
- Physical Locations:
- British Library DSC - 8796.850000
British Library DSC - BLDSS-3PM
British Library STI - ELD Digital store - Ingest File:
- 7511.xml