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Pyrolytic cascades: A convenient entry to 5H-pyrroIo[2,1-a]-isoindol-5-ones and related heterocyclic systems

Hamish McNab*, Simon Parsons, Elizabeth Stevenson

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

Abstract

Flash vacuum pyrolysis (FVP) of l-(2-methoxycarbonylphenyl)pyrrole 2 at 925 °C (0.001 Torr) gives pyrrolo[2,l-a]isoindol-5-one 1 (79%) by a cascade 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.

Original languageEnglish
Pages (from-to)2047-2048
Number of pages2
JournalJournal of the Chemical Society - Perkin Transactions 1
Issue number15
DOIs
Publication statusPublished - 1999

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