Reaction of the Silver Salts of Arylnitroacetonitriles with 9??Bromofluorene Synthesis of 9??(α??Cyanoarylidene) fluorenes

…, NA Rodios, NE Alexandrou

Index: Lianis, Pygmalion S.; Rodios, Nestor A.; Alexandrou, Nicholas E. Liebigs Annalen der Chemie, 1987 , p. 537 - 540

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Abstract

Abstract The silver salts 1a–d react with 9-bromofluorene to give both C-and O-alkylated products 2 and 3. The latter decompose to yield 9-fluorenone and the α-cyanooximes 5. The products 2 upon treatment with NaOH/EtOH eliminate HNO 2 to afford 9-(α-cyanoarylidene) fluorenes 4 in 80% yield. 9-Chloro-9-phenylfluorene reacts with the salt 1a to give only the C- alkylated product 6 in 70% yield.

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