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- ISSN: 1570-1786
- E-ISSN: 1875-6255
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On the Mechanism of the [3+2]-Cycloaddition of Phenylnitroso Oxide to trans-Stilbene
- Source: Letters in Organic Chemistry, Volume 16, Issue 3, Mar 2019, p. 161 - 164
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- 01 Mar 2019
Abstract
The non-photolytic method for generation of arylnitroso oxides based on the reduction of nitrosobenzene by triphenylphosphine was used to study the products of the reaction of transphenylnitroso oxide with trans-stilbene. N,α-Diphenylnitrone and benzaldehyde were found to be the main stable products of the reaction, the first stage of which was [3+2]-cycloaddition to form the metastable 1,2,3-dioxazolidine intermediate. The obtained products were in agreement with our previous theoretical predictions.
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