Pyrolytic cascades: a convenient entry to 5H-pyrrolo[2,1-a]isoindol-5-onesand related heterocyclic systems

Authors
McNab, H Parsons, S Stevenson, E
Citation
H. Mcnab et al., Pyrolytic cascades: a convenient entry to 5H-pyrrolo[2,1-a]isoindol-5-onesand related heterocyclic systems, J CHEM S P1, (15), 1999, pp. 2047-2048
Citations number
14
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1
ISSN journal
0300922X → ACNP
Issue
15
Year of publication
1999
Pages
2047 - 2048
Database
ISI
SICI code
0300-922X(19990807):15<2047:PCACET>2.0.ZU;2-Z
Abstract
Flash vacuum pyrolysis (FVP) of 1-(2-methoxycarbonylphenyl)pyrrole 2 at 925 degrees C (0.001 Torr) gives pyrrolo[2,1-a]isoindol-5-one 1 (79%) by a cas cade process involving rate determining 1,5-aryl migration, elimination of methanol and electrocyclisation of the resulting ketene intermediate 3; the related heterocyclic systems 6, 9 and 12 were made by analogous methods.