Potential antidepressants: 4-(Thioaryloxy)piperidines

1989 ◽  
Vol 54 (8) ◽  
pp. 2240-2247 ◽  
Author(s):  
Karel Šindelář ◽  
Marta Hrubantová ◽  
Emil Svátek ◽  
Oluše Matoušová ◽  
Jiřina Metyšová ◽  
...  

Nucleophilic substitution reactions of a series of thio-substituted fluoroarenes with 1-methyl-4-piperidinol, 1-benzyl-4-piperidinol, and 1-methyl-4-phenyl-4-piperidinol in the presence of sodium hydride in dimethylformamide gave the title compounds V-XI and XIII. The salts of these bases were pharmacologically tested and salts of compounds V, XI, and XIII showed in behavioural tests properties which are indicative of antidepressant activity.

Synthesis ◽  
2019 ◽  
Vol 52 (03) ◽  
pp. 393-398
Author(s):  
Jia Hao Pang ◽  
Derek Yiren Ong ◽  
Kohei Watanabe ◽  
Ryo Takita ◽  
Shunsuke Chiba

The methoxy group is generally considered as a poor leaving group for nucleophilic substitution reactions. This work verified the superior ability of the methoxy group in nucleophilic amination of arenes mediated by the sodium hydride and lithium iodide through experimental and computational approaches.


2021 ◽  
Vol 50 (7) ◽  
pp. 2671-2688
Author(s):  
Marina Yu. Stogniy ◽  
Sergey A. Anufriev ◽  
Akim V. Shmal'ko ◽  
Sergey M. Antropov ◽  
Aleksei A. Anisimov ◽  
...  

An unusual reactivity of 9-iodo-nido-carborane [9-I-7,8-C2B9H11]− towards nucleophiles under strong basic conditions was revealed.


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