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.
UR - http://www.scopus.com/inward/record.url?scp=0032334431&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=0032334431&partnerID=8YFLogxK
M3 - Article
AN - SCOPUS:0032334431
VL - 34
SP - 81
EP - 85
JO - Russian Journal of Organic Chemistry
JF - Russian Journal of Organic Chemistry
SN - 1070-4280
IS - 1
ER -