New and Efficient Synthesis of 1,3-Dienylphosphonates by Palladium-Catalyzed Substitution of Propargylic Esters to Diethyl Phosphite |
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| Authors: | Xiao-Ning Liu Wei-Lei Guo |
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| Institution: | 1. School of Light Industry and Chemical Enginerring, Dalian Polytechnic University , Dalian , China;2. School of Light Industry and Chemical Enginerring, Dalian Polytechnic University , Dalian , China;3. Dalian Institute of Chemical Physics, Chinese Academy of Sciences , Dalian , China |
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| Abstract: | An efficient route to the synthesis of 1,3-dienylphosphonates (1) has been developed for the first time by the substitution of propargylic esters (2) to the diethyl phosphite (3) nucleophile in the presence of Pd2(dba)3 · CHCl3 (2 mol %) and 2,2′-bis(diphenylphosphino)-1,1′-binaphthyl (4 mol%). Both the alkyl and aryl 1,3-dienylphosphonates can be prepared from this transformation. Supplemental materials are available for this article. Go to the publisher's online edition of Synthetic Communications® to view the free supplemental file. |
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| Keywords: | 1 3-Dienylphosphonates diethyl phosphite Pd-catalyzed propargylic substitution |
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