SYNTHESIS OF 2,5-DIHYDRO-1,2,4-OXADIAZOLES THROUGH FORMAL [3+2] CYCLOADDITION OF OXAZOLES WITH NITROSOBENZENE DERIVATIVES

Authors
SUGA H SHI XL IBATA T
Citation
H. Suga et al., SYNTHESIS OF 2,5-DIHYDRO-1,2,4-OXADIAZOLES THROUGH FORMAL [3+2] CYCLOADDITION OF OXAZOLES WITH NITROSOBENZENE DERIVATIVES, Bulletin of the Chemical Society of Japan, 71(5), 1998, pp. 1231-1236
Citations number
20
Categorie Soggetti
Chemistry
Journal title
Bulletin of the Chemical Society of Japan → ACNP
ISSN journal
00092673
Volume
71
Issue
5
Year of publication
1998
Pages
1231 - 1236
Database
ISI
SICI code
0009-2673(1998)71:5<1231:SO2TF[>2.0.ZU;2-N
Abstract
The reactions of substituted oxazoles with nitrosobenzene gave 2-pheny l-2,5-dihydro-1,2,4-oxadiazoles regioselectively through formal [3+2] cycloadditions proceeding via a ringopening of oxazoles by an attack o f nitrosobenzene. The reactions with l-chloro-and 1-methyl-4-nitrosobe nzenes also produced the corresponding 2,5-dibrydro-1 2,4-oxadiazoles regioselectivity.