SYNTHETIC APPROACHES TO THE HYPOTHETICAL LACTONE INTERMEDIATE IN THE PYROLYTIC CONVERSION OF 8-METHYLCYCLOBUTA[A]NAPHTHALENE-1,2-DIONE INTOACENAPHTHYLENE

Authors
BROWN RFC EASTWOOD FW WONG NR
Citation
Rfc. Brown et al., SYNTHETIC APPROACHES TO THE HYPOTHETICAL LACTONE INTERMEDIATE IN THE PYROLYTIC CONVERSION OF 8-METHYLCYCLOBUTA[A]NAPHTHALENE-1,2-DIONE INTOACENAPHTHYLENE, Australian Journal of Chemistry, 49(7), 1996, pp. 793-800
Citations number
15
Categorie Soggetti
Chemistry
Journal title
Australian Journal of Chemistry → ACNP
ISSN journal
00049425
Volume
49
Issue
7
Year of publication
1996
Pages
793 - 800
Database
ISI
SICI code
0004-9425(1996)49:7<793:SATTHL>2.0.ZU;2-7
Abstract
Synthetic approaches to the hypothetical lactone intermediate 8,8a-dih ydro-2H-acenaphtho[1,8-bc]furan-2-one (2) based on intramolcular Diels -Alder reaction, and on intramolecular alkylation by diazoacetate grou ps, were not useful. Generation and pyrolysis of the 9-diazomethylnaph tho[1,2-c]furan-3(1H)-one (19) derived from the corresponding 9-formyl compound (15) gave products including acenaphthylene, consistent with the intermediacy of the lactone (2).