A heterocyclic arene oxide. 5,6‐Diphenylbenz[c]acridine 5,6‐oxide

David Avnir; Jochanan Blum

doi:10.1002/jhet.5570130342

A heterocyclic arene oxide. 5,6‐Diphenylbenz[c]acridine 5,6‐oxide

David Avnir^*
, Jochanan Blum

^*Corresponding author for this work

Institute of Chemistry

Research output: Contribution to journal › Comment/debate

6 Scopus citations

Abstract

The first synthesis of a benz[c]acridine 5,6‐oxide is described. Treatment of 5,6‐benz[c]‐acridinequinone with phenylmagnesium bromide results in the formation of a trans‐diol, which gives the title compound upon dehydration with dimethylformamide dimethylacetal. In sulfuric acid, the epoxide rearranges mainly into 6,6‐diphenyl‐5‐benz[c]acridone.

Original language	English
Pages (from-to)	619-621
Number of pages	3
Journal	Journal of Heterocyclic Chemistry
Volume	13
Issue number	3
DOIs	https://doi.org/10.1002/jhet.5570130342
State	Published - Jun 1976

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title = "A heterocyclic arene oxide. 5,6‐Diphenylbenz[c]acridine 5,6‐oxide",

abstract = "The first synthesis of a benz[c]acridine 5,6‐oxide is described. Treatment of 5,6‐benz[c]‐acridinequinone with phenylmagnesium bromide results in the formation of a trans‐diol, which gives the title compound upon dehydration with dimethylformamide dimethylacetal. In sulfuric acid, the epoxide rearranges mainly into 6,6‐diphenyl‐5‐benz[c]acridone.",

author = "David Avnir and Jochanan Blum",

year = "1976",

month = jun,

doi = "10.1002/jhet.5570130342",

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AU - Avnir, David

AU - Blum, Jochanan

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N2 - The first synthesis of a benz[c]acridine 5,6‐oxide is described. Treatment of 5,6‐benz[c]‐acridinequinone with phenylmagnesium bromide results in the formation of a trans‐diol, which gives the title compound upon dehydration with dimethylformamide dimethylacetal. In sulfuric acid, the epoxide rearranges mainly into 6,6‐diphenyl‐5‐benz[c]acridone.

AB - The first synthesis of a benz[c]acridine 5,6‐oxide is described. Treatment of 5,6‐benz[c]‐acridinequinone with phenylmagnesium bromide results in the formation of a trans‐diol, which gives the title compound upon dehydration with dimethylformamide dimethylacetal. In sulfuric acid, the epoxide rearranges mainly into 6,6‐diphenyl‐5‐benz[c]acridone.

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AN - SCOPUS:84980294987

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JO - Journal of Heterocyclic Chemistry

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ER -

A heterocyclic arene oxide. 5,6‐Diphenylbenz[c]acridine 5,6‐oxide

Abstract

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