AROMATIC SUBSTITUTION: PART IX. ON THE MECHANISM OF THE PSCHORR CYCLIZATION
Open Access
- 1 April 1965
- journal article
- Published by Canadian Science Publishing in Canadian Journal of Chemistry
- Vol. 43 (4) , 940-949
- https://doi.org/10.1139/v65-121
Abstract
The decomposition of the diazonium salt from 3-(o-aminobenzoyl)pyridine has been studied under various conditions. A competitive-type cyclization of an equimolar mixture of the diazonium salts of 2-aminobenzophenone and 2-amino-3′-nitrobenzophenone has also been carried out. The results are interpreted in terms of a radical process in the copper-catalyzed reactions. It is suggested that the uncatalyzed thermal decompositions in aqueous acid solution give rise to a diradical cation intermediate in equilibrium with the aryl cation.Keywords
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