Abstract
Convenient preparative methods for indirect epoxidation and dichlorocyclopropanation of the two exocyclic double bonds in (E,E)-1,4-distyrylbenzene have been proposed. The procedure for epoxidation includes conjugate electrophilic bromination of (E,E)-1,4-distyrylbenzene with N-bromosuccinimide in formic acid, followed by treatment of the addition products with alkali under conditions of phase-transfer catalysis. The procedure also applies to styrene and stilbene derivatives. Dichlorocyclopropanation of (E,E)-1,4-distyrylbenzene smoothly occurs on heating in chloroform in the presence of alkali with no phase-transfer catalyst.
| Original language | English |
|---|---|
| Pages (from-to) | 81-85 |
| Number of pages | 5 |
| Journal | Russian Journal of Organic Chemistry |
| Volume | 34 |
| Issue number | 1 |
| Publication status | Published - Jan 1998 |
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ASJC Scopus subject areas
- Organic Chemistry
Cite this
(E,E)-1,4-Distyrylbenzene and Its Bisepoxy, Bis(dihydroxy), and Bis(dichloromethylene) Derivatives. / Yusubov, M. S.; Filimonov, V. D.; Ogorodnikov, V. D.
In: Russian Journal of Organic Chemistry, Vol. 34, No. 1, 01.1998, p. 81-85.Research output: Contribution to journal › Article
}
TY - JOUR
T1 - (E,E)-1,4-Distyrylbenzene and Its Bisepoxy, Bis(dihydroxy), and Bis(dichloromethylene) Derivatives
AU - Yusubov, M. S.
AU - Filimonov, V. D.
AU - Ogorodnikov, V. D.
PY - 1998/1
Y1 - 1998/1
N2 - Convenient preparative methods for indirect epoxidation and dichlorocyclopropanation of the two exocyclic double bonds in (E,E)-1,4-distyrylbenzene have been proposed. The procedure for epoxidation includes conjugate electrophilic bromination of (E,E)-1,4-distyrylbenzene with N-bromosuccinimide in formic acid, followed by treatment of the addition products with alkali under conditions of phase-transfer catalysis. The procedure also applies to styrene and stilbene derivatives. Dichlorocyclopropanation of (E,E)-1,4-distyrylbenzene smoothly occurs on heating in chloroform in the presence of alkali with no phase-transfer catalyst.
AB - Convenient preparative methods for indirect epoxidation and dichlorocyclopropanation of the two exocyclic double bonds in (E,E)-1,4-distyrylbenzene have been proposed. The procedure for epoxidation includes conjugate electrophilic bromination of (E,E)-1,4-distyrylbenzene with N-bromosuccinimide in formic acid, followed by treatment of the addition products with alkali under conditions of phase-transfer catalysis. The procedure also applies to styrene and stilbene derivatives. Dichlorocyclopropanation of (E,E)-1,4-distyrylbenzene smoothly occurs on heating in chloroform in the presence of alkali with no phase-transfer catalyst.
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M3 - Article
VL - 34
SP - 81
EP - 85
JO - Russian Journal of Organic Chemistry
JF - Russian Journal of Organic Chemistry
SN - 1070-4280
IS - 1
ER -