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Pyridine-4-thiol and Amphoteric Analogs: Novel Protection of Aryl Bromides in Strong Alkali

  作者 Chen, WM; Cheng, C; Li, BZ; Ho, TL; Cai, ZS; Wang, YQ; Sun, PH  
  选自 期刊  Helvetica Chimica Acta;  卷期  2008年91-11;  页码  2062-2068  
  关联知识点  
 

[摘要]The use of pyridine-4-thiol (PT) to preserve certain aryl bromides in strong alkali is reported (Scheme 1). The presence of this additive or of sonic of its amphoteric analogs such as 3-hydroxypyridin-4(1H)-ones suppresses the replacement of the Br-substituent by hydroxide and alkoxide ions. A mechanistic interpretation of the effect is proposed.

 
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