Journal article
Cyclic Phosphine Oxides and Phosphinamides from Di-Grignard Reagents and Phosphonic Dichlorides: Modular Access to Annulated Phospholanes
Journal of Organic Chemistry, Vol.80(19), pp.9774-9780
2015
PMID: 26355687
Abstract
The reaction between 1,4-di-Grignard reagents and phosphonous(III) dichlorides is a classical method for the direct synthesis of phospholanes. Reported here is an extension of this approach to the preparation of value-added, annulated phospholane oxides, achieved through the combination of carbocyclic-fused di-Grignard reagents and readily available phosphonic(V) dichlorides. The procedure is amenable to (benz)annulation at both the 2,3- and 3,4-positions of the phospholane ring, and a variety of aliphatic, cyclic and aryl P-electrophiles are tolerated in reasonable to excellent yields.
Details
- Title
- Cyclic Phosphine Oxides and Phosphinamides from Di-Grignard Reagents and Phosphonic Dichlorides: Modular Access to Annulated Phospholanes
- Authors
- Aaron M. Gregson (Author) - University of WollongongSteven M. Wales (Author) - University of WollongongStephen J. Bailey (Author) - University of WollongongAnthony C. Willis (Author) - Australian National UniversityPaul A. Keller (Corresponding Author) - University of Wollongong
- Publication details
- Journal of Organic Chemistry, Vol.80(19), pp.9774-9780
- Publisher
- American Chemical Society
- DOI
- 10.1021/acs.joc.5b01476
- ISSN
- 1520-6904
- PMID
- 26355687
- Organisation Unit
- Student Services and Engagement; School of Science, Technology and Engineering
- Language
- English
- Record Identifier
- 99707363602621
- Output Type
- Journal article
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- Web Of Science research areas
- Chemistry, Organic
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Source: InCites