Behaviour of 2-substituted 1,3-indandiones towards aldimines.
Treatment of 2-cyano-1,3-indandione (1) with aldimines gave the expected Mannich bases (2-4), while the arylidenes (7,8) were obtained when 2-ethoxycarbonyl-1,3-indandione (5) was subjected to react with aldimines. On the other hand, treatment of 2-acetyl-1,3-indandione (9) with aldimines gave compounds (11,12,14). The reaction of 2-phenyl-1,3-indandione (15) with aldimines gave the arylamino and the ethylene diamino derivatives (17, 18). Pictet Spengler reaction of 19b gave the spiro compound (21).
Afsah
E M
EM
Chemistry Department, Faculty of Science, Mansoura University, Mansoura, Egypt.
Hamama
W S
WS
Etman
H A
HA
Sayed-Ahmed
A F
AF
D007097:Imines / Q000737:chemistry*; D007189:Indans / Q000737:chemistry*; D007202:Indicators and Reagents; D009682:Magnetic Resonance Spectroscopy
D007097:Imines; D007189:Indans; D007202:Indicators and Reagents