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ChemInform Abstract: 9-(β-Pyridylmethylidene)-4-azafluorene. Synthesis of Z- and E-Isomers of Its Iodomethylate and Reduction of the Z-Isomer.

✍ Scribed by N. M. Kolyadina; A. T. Soldatenkov; S. Soro; B. N. Anisimov; N. S. Prostakov

Publisher
John Wiley and Sons
Year
2010
Weight
35 KB
Volume
30
Category
Article
ISSN
0931-7597

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✦ Synopsis

9-(β-Pyridylmethylidene)-4-azafluorene.

Synthesis of Z-and E-Isomers of Its Iodomethylate and Reduction of the Z-Isomer.

-Reaction of azafluorene (I) with formylpyridine (II) affords an inseparable 1:1 mixture of E-and Z-isomers of pyridylmethylideneazafluorene (III). In contrast, the E-and Z-isomers of the corresponding quarternary salt (V) and (VI) are easily separated by crystallization. Compound (V) unexpectedly undergoes full hydrogenation of the pyridyl ring with NaBH 4 to afford the piperidyl analogue (VII). -(KOLYADINA, N.

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