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EFFECT OF OXYGEN SUBSTITUENT IN THE ANILINE PART OF BENZANILIDE ON THE REGIOSELECTIVITY IN DIRECT ARYLATION USING PALLADIUM-PHOSPHINE REAGENTS

  作者 HARAYAMA TAKASHI; ASAI MARIKO; MIYAGOE TAEKO; ABE HITOSHI; TAKEUCHI YASUO; YAMAGUCHI AYAKO; FUJII SHINYA  
  选自 期刊  Heterocycles;  卷期  2010年81-8;  页码  1881-1889  
  关联知识点  
 

[摘要]This study investigated the effect of oxygen substituents at the 3'-position in the aniline part of 2-iodobenzanilides on the coupling position in its Pd-assisted direct arylation. Benzanilide with methylenedioxy and acetoxy groups yielded the ortho-product formed predominantly by connection to a more hindered carbon. The mechanism is discussed from the perspectives of both steric and coordinated effects.

 
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