123229-64-1Relevant articles and documents
4-AZA-2,7-DIMETHYL-CYCLOPROPA-NAPHTHALENE. THE FIRST NITROGEN ANALOGUE OF A CYCLOPROPANAPHTHALENE
Mueller, Paul,Schaller, Jean-Pierre
, p. 1507 - 1510 (1989)
The title compound 1 is synthesized via Diels-Alder addition of 4-aza-2,7-dimethyl-isobenzofuran (5) to 1,2-bromochlorocyclopropene and aromatization of the adduct 6 with low-valent titanium.
Synthesis of Cycloproparenes via Aromatization of 7-Oxanorbornenes with Low-Valent Titanium
Mueller, Paul,Schaller, Jean-Pierre
, p. 1608 - 1617 (2007/10/02)
1H-Cyclopropanaphthalene 3c and the 2,7-diphenyl-substituted derivative 3a have been synthesized via cycloaddition of the appropriate isobenzofurans 1a and 1b to 1-bromo-2-chlorocyclopropene and aromatization of the adducts with low-valent Ti.The same procedure afforded the 2,7-dimethyl-1H-cyclopropaisoquinoline (15), but failed for the parent azacompound.Reaction of adducts of furans to 1-bromo-2-chlorocyclopropenes with low-valent Ti produced mixtures of cyclopropabenzenes 19 and 1,6-dihalogeno-1,3,5-cycloheptatrienes 18.The latter could be converted to cyclopropabenzenes with BuLi.