Palladium-catalyzed arylation and vinylation of dialkyl ethenephosphonates

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XU Yuan-Yao
JIN Xiao-Li
HUANG Guo-Hua
WANG Qi-Wen Shanghai Institute of Organic Chemistry
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Palladium-catalyzed arylation and vinylation of dialkyl ethenephosphonates;
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Dialkyl ethenephosphonates,on reaction with aryl bromides in the presence of palla-dium catalyst,gave the corresponding 2-arylethenephosphonates(6 or 7)in moderate to good yields.Thus,it provides a simple and facile synthesis of 2-arylethenephosphonates.TheirP-NMR chem-ical shifts show a linear correlation with the Hammett σ constants of the substituents in the benzenering.Similarly,diethyl ethenephosphonate underwent palladium-catalyzed vinylation reaction withvinyl bromides and the corresponding substituted 1,3-dienephosphonates(10)were formed,thoughin less satisfactory yields.The configurations of compounds 6,7 and 10 were determined by NMRspectroscopy.
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页码:273 / 284
页数:12
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