Studies on polycyclic azaarenes. 2. Synthesis of trans-3, 4-dihydroxy-3, 4-dihydrobenz [c] acridine and trans-8, 9-dihydroxy-8, 9-dihydrobenz [c] acridine

D Ramesh, GK Kar, BG Chatterjee…

Index: Ramesh, D.; Kar, Gandhi K.; Chatterjee, Basanta G.; Ray, Jayanta K. Journal of Organic Chemistry, 1988 , vol. 53, # 1 p. 212 - 214

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Citation Number: 30

Abstract

Notes J. Org. Chem., Vol. 53, No. 1, 1988 213 chloride/dimethyl formamide) to produce the corresponding chloroaldehyde 2a or 2b in 7540% yield (Scheme I). The resulting chloroaldehyde 2a or 2b was treated with aniline or p-methoxyaniline in ethanol to get the anil derivative 3a or 3b in 85-90% yield. The anil derivative 3a or 3b on brief heating at 250" C readily cyclized to dihydrobenz [c] acridine 4a5 or 4b as the only isolable product in 65- ...