REACTIVITY OF N-SUBSTITUTED p-BENZO AND p-NAPHTHOQUINONEIMINE N-OXIDES TOWARD DIPOLAROPHILES
The dipolar cycloaddition reactivity of N-(1-naphthy1)-1,4- benzoquinoneimine N-oxide and N-phenyl-1,4- naphthoquinoneimine Noxide are investigated, The latter gives the expected adducts with common dipolarophiles such as acrylonitryle, methyl methacrylate, dimethylacetylene dicarboxylate and N-phen...
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| Format: | Article |
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| Language: | English |
| Published: |
University of Tehran
1990-06-01
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| Series: | Journal of Sciences, Islamic Republic of Iran |
| Online Access: | https://jsciences.ut.ac.ir/article_31322_9cbeef85e20624189348b016b9609208.pdf |
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| Summary: | The dipolar cycloaddition reactivity of N-(1-naphthy1)-1,4- benzoquinoneimine
N-oxide and N-phenyl-1,4- naphthoquinoneimine Noxide
are investigated, The latter gives the expected adducts with common
dipolarophiles such as acrylonitryle, methyl methacrylate, dimethylacetylene
dicarboxylate and N-phenylmaleimide. The reactivity of
the former nitrone is found to be minimal. It undergoes, however, an
anomalous reaction with DMAD to give, after rearrangement, 1-(4-hydroxypheny1) 3, 3-dicarboxymethylbenzooxindole |
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| ISSN: | 1016-1104 2345-6914 |