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Part-A Studies on 2-methyl indoline derivatives…..
Fig. A.6
Alyab'eva et. al. 121 prepared Indolylbenzoates (1) (R 1 = H, Me; R 2 = H,
MeO; R 3 = H, NO2) in 40-92% yield by reaction of 5-substituted-2-chlorobenzoicacid
with indoline (2) in the presence of K2CO3 and CuO. Cyclization
of (1) (R 3 = H) with polyphosphoric acid gave 10-90% pyrroloacridinone (3).
Treatment of (3) (R 1 = R 2 = H; R 1 = Me, R 2 = H) with MnO2 gave 75-78% (4).
Reaction of (3) (R 1 = R 2 = H) with LiAlH4 gave 84% (5); while 71% (5) and
22% (6) were obtained on treatment of (3) (R 1 = Me, R 2 = H) with LiAlH4. (Fig.
A.7)
Fig. A.7
Department of Chemistry, Saurashtra University, Rajkot – 360 005 20