Aromatic substitution. Part XVII. A new method of effecting Pschorr-type cyclisations
Abstract
Pschorr-type cyclisations can be effected by dissolving the appropriate solid diazonium tetrafluoroborate in acetone and heating the solution with one equivalent of pyridine, a procedure known to give rise to aryl radical intermediates. Evidence is presented for the intervention of a homolytic mechanism in the copper-catalysed Pschorr ring-closure.
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