
TY  - JOUR
A1  - Blair, IA 
A1  - Mander, LN 
A1  - Mundill, PHC 
T1  - Studies on intramolecular alkylation. XIII. The synthesis of 3,4-Dihydrophenanthren-2(1H)-ones from Pummerer intermediates
JF  - Australian Journal of Chemistry
JO  - Aust. J. Chem.
Y1  - 1981
VL  - 34
IS  - 6
SP  - 1235
EP  - 1242
KW  - 
UR  - https://doi.org/10.1071/CH9811235 
N2  - 1-Methylsulfinyl-4-(naphthalen-1'-yl)butan-2-ones (12)-(15) were rearranged and cyclized to the 1-methylthio-3,4-dihydrophenanthren- 2(1H)-ones (17)-(20), respectively, by trifluoroacetic anhydride. Hydrogenolysis of (18)-(20) furnished the parent ketones (9), (25) and (26). Evidence is provided to show the involvement of an Ar1-5 route in the formation of (18) and (19), including the formation of spiro ketone (23) from sulfoxides (14) and (16). Acid catalysed cyclization of diazoketone (5) gave either phenanthren-3-one (8) or spiro ketone (10) depending on the conditions employed. 
ER  -

