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Cycloaddition reaction of phosphonyl nitrile oxides to phosphaacetylene and alkene

✍ Scribed by Yong Ye; Yong Luo; Chun-Fang Wang; Dong-Qing Wei; Lun-Zu Liu; Yu-Fen Zhao

Publisher
John Wiley and Sons
Year
2009
Tongue
English
Weight
152 KB
Volume
20
Category
Article
ISSN
1042-7163

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✦ Synopsis

Here, we report the cycloaddition reaction of phosphonyl nitrile oxides and the formation of an unexpected 2:1 cycloaddition product. It provides a direct route to triphosphonyl-substituted dihydroisoxazolyl dihydroisoxazoles and diphosphonylsubstituted dihydroisoxazolyl dihydroisoxazoles with excellent levels of regiocontrol product. Density functional theory studies of the reactions between nitrile oxides and acrylonitrile are used to propose a possible reaction mechanism.

πŸ“œ SIMILAR VOLUMES

ChemInform Abstract: Cycloaddition React
ChemInform Abstract: Cycloaddition Reaction of Phosphonyl Nitrile Oxides to Phosphaacetylene and Alkene.
✍ Yong Ye; Yong Luo; Chun-Fang Wang; Dong-Qing Wei; Lun-Zu Liu; Yu-Fen Zhao πŸ“‚ Article πŸ“… 2009 πŸ› John Wiley and Sons βš– 29 KB πŸ‘ 1 views

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Cycloaddition of nitrile oxides to subst
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## Abstract Cycloaddition of nitrile oxides to substituted vinylphosphonates was performed. A series of 4,5‐dihydroisoxazoles containing phosphonyl group were synthesized under very mild condition in excellent regiospecificity. Β© 2003 Wiley Periodicals, Inc. Heteroatom Chem 14:309–311, 2003; Publis

Reaction of nitrile oxides with vinylpho
Reaction of nitrile oxides with vinylphosphonate: A facile, regioselective approach to 5-phosphonyl-4, 5-dihydroisoxazoles
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## Abstract A series of 5‐phosphonyl‐4,5‐dihydroisoxazoles was synthesized from nitrile oxides and diethylvinylphosphonate under very mild conditions in good yields. Β© 2003 Wiley Periodicals, Inc. Heteroatom Chem 14:254–257, 2003; Published online in Wiley InterScience (www.interscience.wiley.com).