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CuCl-catalyzed aerobic oxidation of 2,3-allenols to 1,2-allenic ketones with 1:1 combination of phenanthroline and bipyridine as ligands
- Source :
- Beilstein Journal of Organic Chemistry, Vol 7, Iss 1, Pp 396-403 (2011)
- Publication Year :
- 2011
- Publisher :
- Beilstein-Institut, 2011.
-
Abstract
- A protocol has been developed to prepare 1,2-allenyl ketones using molecular oxygen in air or pure oxygen as the oxidant from 2,3-allenylic alcohols with moderate to good yields under mild conditions. In this reaction CuCl (20 mol %) with 1,10-phenanthroline (10 mol %) and bipyridine (10 mol %) was used as the catalyst. It is interesting to observe that the use of the mixed ligands is important for the higher yields of this transformation: With the monoligand approach developed by Markó et al., the yields are relatively lower.
- Subjects :
- allenic ketone
allenol
Cu(I) catalyst
oxidation
Science
Organic chemistry
QD241-441
Subjects
Details
- Language :
- English
- ISSN :
- 18605397
- Volume :
- 7
- Issue :
- 1
- Database :
- Directory of Open Access Journals
- Journal :
- Beilstein Journal of Organic Chemistry
- Publication Type :
- Academic Journal
- Accession number :
- edsdoj.0446e51d9c1a498ea0f0565eb07c093f
- Document Type :
- article
- Full Text :
- https://doi.org/10.3762/bjoc.7.51