Pyrolytic cyclisation reactions of 3-azolylpropenyl alcohols; unexpectedly facile thermal decomposition of 5H-pyrrolo[2,1-a]isoindole

Autor:	Xavier L. M. Despinoy, Bernard A. J. Clark, Hamish McNab, Craig C. Sommerville, Elizabeth Stevenson
Rok vydání:	1999
Předmět:	chemistry.chemical_compound Flash vacuum pyrolysis Deuterium Chemistry Torr Thermal decomposition Pyrolytic carbon Isoindole Photochemistry Medicinal chemistry Naphthalene
Zdroj:	Journal of the Chemical Society, Perkin Transactions 1. :2049-2052
ISSN:	1364-5463 0300-922X
DOI:	10.1039/a904884g
Popis:	Flash vacuum pyrolysis (FVP) of 3-azolylpropenyl alcohols 5–7, 12 or 15 at 650–700 °C (10–2–10–3 Torr) causes loss of water and cyclisation to give 3H-pyrrolizine 8 and its analogues 9, 10, 13 and 16; at higher temperatures (e.g. 900 °C) 5H-pyrrolo[2,1-a]isoindole 13 decomposes by loss of HCN to give naphthalene 18 and benzofulvene 19 and the mechanism of this transformation is studied by deuterium labelling.
Databáze:	OpenAIRE
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