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Synthesis 1991; 1991(10): 854-857
DOI: 10.1055/s-1991-26591
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Studies on Organophosphorus Compounds; LI. A New and Facile Route to 2-Substituted 1,1-Cyclopropanediylbis(phosphonic acids)

Chengye Yuan* , Chaozhong Li, Yixiang Ding
  • *Shanghai Institute of Organic Chemistry, Academia Sinica, 345 LingLing Lu, Shanghai 200032, People's Republic of China
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Publication Date:
29 April 2002 (online)

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Reaction of bromomethylenebis(phosphonates) 1 with electrondeficient alkenes 2a-d as Michael acceptors in the presence of thallium(I) ethoxide leads to a new and facile route to 2-substituted 1,1-cyclopropanediylbis(phosphonates) 3 in satisfactory yield. These are converted into the corresponding free acids 7 by treatment with chlorotrimethylsilane in the presence of potassium iodide followed by treatment with water. The products resulted from bromomethylenebis(phosphonates) 1 and other alkenes 2e, f and methyl vinyl ketone are identified and discussed.

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