AlCl3 Catalyzed Oxo-Diels-Alder and Wittig-Type Reaction of 2,3-Dimethyl-1,3-Butadiene With Acyl Phosphonates

Date

2014-11-02

Author

Nadeem, S.
Demir, Ayhan Sıtkı

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Different aliphatic and aromatic acyl phosphonates were synthesized using Arbuzov reaction and subjected to Oxo-Diels-Alder (ODA) reaction with 2,3-dimethyl-1,3-butadiene at -78 degrees C. AlCl3 was found the best catalyst to obtain the desired ODA products from acyl phosphonates in only 30min at low temperature, as compared to 100 degrees C-previously reported. The same reaction was repeated at room temperature but, instead of ODA, Wittig-type product was obtained. All the products were characterized by NMR spectroscopy and mass spectrometry. H-1,P-31 and C-13,P-31 couplings were observed in the NMR spectra.

Subject Keywords

Inorganic Chemistry, Organic Chemistry, Biochemistry

URI

https://hdl.handle.net/11511/62660

Journal

PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS

DOI

https://doi.org/10.1080/10426507.2014.884089

Collections

Department of Chemistry, Article

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Citation Formats

S. Nadeem and A. S. Demir, “AlCl3 Catalyzed Oxo-Diels-Alder and Wittig-Type Reaction of 2,3-Dimethyl-1,3-Butadiene With Acyl Phosphonates,” PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, pp. 1603–1610, 2014, Accessed: 00, 2020. [Online]. Available: https://hdl.handle.net/11511/62660.