
TY  - JOUR
A1  - Halton, Brian 
A1  - Evans, David A. C. 
A1  - Warrener, Ronald N. 
T1  - Studies in the Cycloproparene Series: Approaches to Cyclopropa[<emph type="2">b</emph>]tetracenes
JF  - Australian Journal of Chemistry
JO  - Aust. J. Chem.
Y1  - 2000
VL  - 52
IS  - 12
SP  - 1123
EP  - 1126
KW  - 
UR  - https://doi.org/10.1071/CH99136 
N2  - Cyclopropa&#91;b&#93;naphthalene-3,6-dione (2) fails to add furan across the enedione olefinic bond in a Diels&#8211;Alder cycloaddition even at 14 &#215; 105 kPa. In contrast, isobenzofuran (4) adds efficiently at ambient temperature and pressure. The epoxytetracenedione (5) that is formed is air-sensitive and decomposes under conditions employed for dehydration. Aromatization of (5) to cyclopropatetracenedione (6) is not observed despite anthracene-1,4-dione (8) being obtained from its analogous tetrahydro precursor (7) under the same conditions. 
ER  -

