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Allenylphosphonates/allenylphosphine oxides as intermediates/precursors for intramolecular cyclization leading to phosphorus-based indenes, indenones, benzofurans, and isochromenes.
- Source :
-
The Journal of organic chemistry [J Org Chem] 2012 Jun 15; Vol. 77 (12), pp. 5345-56. Date of Electronic Publication: 2012 Jun 06. - Publication Year :
- 2012
-
Abstract
- Utilizing internally available functional groups, a simple protocol for the efficient synthesis of phosphorus-based indenes, indenones, benzofurans, and isochromenes via intramolecular cyclization of allene intermediates/precursors is generated; the latter intermediates/precursors are conveniently obtained through aldehyde-, alkylidene-, and hydroxyl-functionalized propargyl alcohols and P(III)-Cl precursors. The structures of key products have been unequivocally confirmed by X-ray crystallography.
- Subjects :
- Catalysis
Cyclization
Molecular Structure
Stereoisomerism
Benzofurans chemical synthesis
Benzofurans chemistry
Benzopyrans chemical synthesis
Benzopyrans chemistry
Indenes chemical synthesis
Indenes chemistry
Organophosphorus Compounds chemical synthesis
Organophosphorus Compounds chemistry
Phosphines chemistry
Subjects
Details
- Language :
- English
- ISSN :
- 1520-6904
- Volume :
- 77
- Issue :
- 12
- Database :
- MEDLINE
- Journal :
- The Journal of organic chemistry
- Publication Type :
- Academic Journal
- Accession number :
- 22651243
- Full Text :
- https://doi.org/10.1021/jo300705f