A novel fulleroaziridine 2 with a closed 6,6-ring junction was synthesized from [60]fullerene and 4-azido-4-deoxy- 4?demethylepipodophyllotoxin 1 in 1, 2-dichlorobenzene at 110℃ for 45 h, in a yield of 39.3 % based on consumed C60. The structure of the product was characterized by NMR and MS.
Podophyllotoxin I reacts with DDQ in acetic acid to give podophyllotoxone 2 at 75 degreesC and the naphthol 3 at 90 degreesC, and in TFA to give the naphthalene 4. 4'-O-Benzyl-epipodophyllotoxin 5 reacts with DDQ in acetic acid at 70 degreesC to give the acetate 8. The structural elucidation of these products is described.