Palladium-catalyzed arylation and vinylation of dialkyl ethenephosphonates

来源 :Acta Chimica Sinica(English Edition) | 被引量 : 0次 | 上传用户:Jany9538235
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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.Their ~(31)P-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. 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. (31) P-NMR chem-ical shifts show a linear correlation with the Hammett σ constants of the substituents in the benzenering. Similarly, diethyl ethene phosphonate underwent palladium-catalyzed vinylation reaction with vinyl bromides and the corresponding substituted 1,3-dienephosphonates (10) were formed, though not less satisfactory yields.The configurations of compounds 6, 7 and 10 were determined by NMR spectroscopy.
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