An Unexpected Reaction of Allylic Propynoate under Palladium(II) Catalysis  

作　　者：张兆国 陆熙炎 郎深慧 

出　　处：《Chinese Journal of Chemistry》2002年第11期1287-1290,1129,共4页中国化学（英文版）

基　　金：theMajorStateBasicResearchDevelopmentProgramofChina (No .G2 0 0 0 0 775 0 2 A) ,andtheNationalNaturalScienceFoundationofChina (No.2 0 0 72 0 45 )

摘　　要：Palladium (II) catalyzed reactions of allyl propynoate in the presence of excess halide ions with or without allyl halide or acrolein were studied, yielding (E)-3-halo-2-allyl-acrylic acid as the sole product. A mechanism involving halopalladation, carbopalladation, ring opening and β-heteroatom elimination was proposed and was further justified by the reaction with deuterated substrate.Palladium (II) catalyzed reactions of allyl propynoate in the presence of excess halide ions with or without allyl halide or acrolein were studied, yielding (E)-3-halo-2-allyl-acrylic acid as the sole product. A mechanism involving halopalladation, carbopalladation, ring opening and β-heteroatom elimination was proposed and was further justified by the reaction with deuterated substrate.

关 键 词：PALLADIUM ENYNE halopalladation carbopalladation β-heteroatom elimination 

分 类 号：O643.3[理学—物理化学]