Synthesis of spiro (piperidine-4, 6'-dibenz [b, e]-1, 4-oxathiepin) and its 1-methyl derivative as potential antidepressant agents

K Šindelář, J Holubek, J Schlanger…

Index: Sindelar; Holubek; Schlanger; et al. Collection of Czechoslovak Chemical Communications, 1985 , vol. 50, # 2 p. 503 - 509

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Abstract

Abstract Starting from 2-chloronitrobenzene and 2-fluorothiophenol, the synthesis of 2- bromo-2'-fluorodiphenyl sulfide (X) was carried out in three steps. The product was converted to the Grignard reagent which reacted with 1-ethoxycarbonyl-4-piperidone and gave the alcohol XIII. Cyclization of this compound with sodium hydride in dimethylformamide afforded 1-ethoxycarbonylspiro (piperidine-4, 6'-dibenz [b, e]-1, 4- ...