Issue 2, 1988
From the journal:

Journal of the Chemical Society, Perkin Transactions 1

Thermolysis of polyazapentadienes. Part 8. The formation of pyrroles from 1,1-dialkyl-5-aryl-1,5-diazapentadienes

Hamish McNab  and  M. Elizabeth-Ann Murray  

Abstract

Flash vacuum pyrolysis of the 1,5-diazapentadienes (4)–(10) gave moderate yields of pyrroles together with quinolines, formed by electrocyclic ring closure with elimination. The pyrroles were formed by hydrogen transfer from an N-alkyl group, followed by cyclisation and final aromatisation of the resulting dihydropyrrole intermediate [e.g. (19)] by free-radical cleavage. The mechanism of the hydrogen transfer and cyclisation is not known with certainty, but may involve diradicals or 1,5-Bipolar intermediates.

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Article information

DOI
https://doi.org/10.1039/P19880000333
Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1988, 333-338

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Thermolysis of polyazapentadienes. Part 8. The formation of pyrroles from 1,1-dialkyl-5-aryl-1,5-diazapentadienes

H. McNab and M. E. Murray, J. Chem. Soc., Perkin Trans. 1, 1988, 333 DOI: 10.1039/P19880000333

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