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Reactions of Acenaphthylene‐1,2‐quinone Monoxime with Some Phosphorus Ylides. ‐ Synthesis of Acenaphtho [1,2‐ x ]‐Fused Compounds
Author(s) -
Papageorgiou Georgios,
Nicolaides Demetrios,
StephanidouStephanatou Julia
Publication year - 1989
Publication title -
liebigs annalen der chemie
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 0170-2041
DOI - 10.1002/jlac.198919890169
Subject(s) - chemistry , wittig reaction , ylide , acenaphthylene , medicinal chemistry , quinone , organic chemistry , pyridine , phosphorus , naphthalene
By applying a Wittig reaction on the monoxime 1 with phosphorus ylide 2 the oximes 3(I,II) are isolated whereas with ylide 5 the pyridine derivative 8 is obtained. Reaction of 1 with the bis‐salt 9 in the presence of lithium ethoxide gives through a Wittig and a “Wittig‐type” reaction the fluoranthene 11 . Hydrogenation of compound 3(I) to oxime 12 and thermal cyclization of the latter leads to the formation of the polycyclic compound 15 .