Synthesis of arylpiperideines 3a-3d and arylpiperidines 4a-4d as analogs of a well known serotonin ligand 1-(3-chlorophenyl)piperazine is reported. Starting aryllithium derivatives were treated with 1-methyl-piperdin-4-one to provide the corresponding hydroxy derivatives 6a and 6b. N-Methylpiperideine derivatives 3a and 3c were obtained by their dehydration while the corresponding N-unsubstituted compounds 3b and 3d were prepared indirectly by a three-step procedure. Hydrogenation of piperideine 3a provided the corresponding piperidine derivative 4a which after demethylation yielded 4b. Similar 4-pyridyl derivatives 4c and 4d were prepared by a similar strategy via the corresponding methoxy derivatives.

中文翻译：

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1-（3-氯苯基）哌嗪哌啶类似物的合成-众所周知的5-羟色胺配体^†

据报道，作为众所周知的5-羟色胺配体1-（3-氯苯基）哌嗪的类似物，合成了芳基哌啶3a-3d和芳基哌啶4a-4d。用1-甲基-哌啶-4-酮处理起始的芳基锂衍生物，得到相应的羟基衍生物6a和6b。Ñ而相应-Methylpiperideine衍生物3a和3c被其脱水得到ñ -未被取代的化合物3b和3d通过一个三步过程间接制备。哌啶3a的氢化提供相应的哌啶衍生物4a，其在脱甲基后产生4b。类似的4-吡啶基衍生物4c和4d通过相应的甲氧基衍生物通过相似的策略制备。