Abstract
The influence of the reactant ratio and amount of dehydrating agent on the yield of 4,6-diphenyl-1,2-oxathiin 2,2-dioxide in the reaction of phenylacetylene with sulfuric acid was studied. The product can decompose in aqueous acidic medium to give acetophenone. The highest yield of 4,6-diphenyl-1,2-oxathiin 2,2-dioxide was obtained in the reaction of phenylacetylene with the SO3-dioxane complex or a solution of SO3 in chloroform-dioxane. Diphenylacetylene with SO3 does not form the corresponding β-sultone but undergoes oxidation to benzyl. Diphenylbutadiyne does not react with the SO3-dioxane complex.
| Original language | English |
|---|---|
| Pages (from-to) | 439-442 |
| Number of pages | 4 |
| Journal | Russian Journal of Organic Chemistry |
| Volume | 35 |
| Issue number | 3 |
| Publication status | Published - Mar 1999 |
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ASJC Scopus subject areas
- Organic Chemistry
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Reaction of phenylacetylene with sulfuric acid or sulfuric anhydride. Synthesis of 4,6-diphenyl-1,2-oxathiin 2,2-dioxide. / Rogachev, V. O.; Yusubov, M. S.; Filimonov, V. D.
In: Russian Journal of Organic Chemistry, Vol. 35, No. 3, 03.1999, p. 439-442.Research output: Contribution to journal › Article
}
TY - JOUR
T1 - Reaction of phenylacetylene with sulfuric acid or sulfuric anhydride. Synthesis of 4,6-diphenyl-1,2-oxathiin 2,2-dioxide
AU - Rogachev, V. O.
AU - Yusubov, M. S.
AU - Filimonov, V. D.
PY - 1999/3
Y1 - 1999/3
N2 - The influence of the reactant ratio and amount of dehydrating agent on the yield of 4,6-diphenyl-1,2-oxathiin 2,2-dioxide in the reaction of phenylacetylene with sulfuric acid was studied. The product can decompose in aqueous acidic medium to give acetophenone. The highest yield of 4,6-diphenyl-1,2-oxathiin 2,2-dioxide was obtained in the reaction of phenylacetylene with the SO3-dioxane complex or a solution of SO3 in chloroform-dioxane. Diphenylacetylene with SO3 does not form the corresponding β-sultone but undergoes oxidation to benzyl. Diphenylbutadiyne does not react with the SO3-dioxane complex.
AB - The influence of the reactant ratio and amount of dehydrating agent on the yield of 4,6-diphenyl-1,2-oxathiin 2,2-dioxide in the reaction of phenylacetylene with sulfuric acid was studied. The product can decompose in aqueous acidic medium to give acetophenone. The highest yield of 4,6-diphenyl-1,2-oxathiin 2,2-dioxide was obtained in the reaction of phenylacetylene with the SO3-dioxane complex or a solution of SO3 in chloroform-dioxane. Diphenylacetylene with SO3 does not form the corresponding β-sultone but undergoes oxidation to benzyl. Diphenylbutadiyne does not react with the SO3-dioxane complex.
UR - http://www.scopus.com/inward/record.url?scp=0033089784&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=0033089784&partnerID=8YFLogxK
M3 - Article
VL - 35
SP - 439
EP - 442
JO - Russian Journal of Organic Chemistry
JF - Russian Journal of Organic Chemistry
SN - 1070-4280
IS - 3
ER -