243-17-4 Benzo fluorene

The final polycyclic aromatic hydrocarbon that was investigated <2000EJ0335> is benzo[fixed double bond like phenanthrene. Its cross-ozonolysis with formaldehyde gave none of the normal ozonide 120, but mainly the aldehydic ozonide 117. At room temperature, a substantial amount of opening of the ozonide ring occurred with the formation of the acid aldehyde 121. Both products 117 and 121 could be stabilized by treatment with O-methylhydroxylamine, yielding products 118 and 122, respectively. The separate co-ozonolysis of compound 117 with vinyl acetate afforded the diozonide 119 (Scheme 37 and Table 16). The cross-ozonolysis with acetyl cyanide followed by treatment of the crude reaction mixture with O-methylhydroxylamine yielded the O-methyloxime of the cross-product. Cross-ozonolysis with benzoyl cyanide was not successful, and only the normal mono-ozonide 120 was formed. 

H-Benzo [b]fluoren 2,3-Benzo-fluoren C17H12 COcO 401-402 213 (77S)... 

H-Benzo [bjfluoren-nitril 2,3-Benzo-fluoren-nitril C H N OOct... 

Palladium-charcoal can also be used as catalyst for hydrogenation of carbonyl compounds For instance, 5-methyl-ll/f-benzo[ ]fluoren-11-one is reduced to the corresponding fluorenol in very good yield at room temperature, with absorption of one equivalent of hydrogen.401... 

C29H )N 9 enyl-9-[4-aminO plienyl]-1.2-benzo-fluoren 12,1349. 

C H Ng 6-Dimethy)ammo 9 [ dimetbyl amino-idi l] 1.2 benzo fluoren 13, 29 C KggNgO N.N-Dibenzyl-N [a-oxy benayl] ... 

Benzoannelated enyne-allenes with aryl substituents in the alkyne branch are precursors of 5-aryl-llH-benzofluorenes. There are several synthetic routes to benzannulated enyne-allene systems, including in situ generation of the corresponding enediynes, that are the 5-substituted derivatives of llH-benzo[ ]fluorene. Typically, treatment of benzannulated enediyne 3.614 with potassium er -butoxide in refluxing toluene for 6 hours promotes 1,3-prototropic rearrangement to form benzoannu-lated enyne-allene, which in turn converts to 5-(2,3-dibromphenyl)-llH-benzo[f ]fluorene 3.615 in a sequential cascade of Schmittel cyclizations (Scheme 3.51) [300]. It is interesting to note that the benzo[fe]fluorene... 

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