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P–C Bond formation via direct and three-component conjugate addition catalyzed by TBD

Zhiyong Jiang, Yan Zhang, Weiping Ye and Choon-HongTan

Tetrahedron Letters, 2007, 48, 51–54


Abstract: The direct addition of P(O)–H bonds (dialkyl phosphites and diphenyl phosphonite) across various activated alkenes was catalyzed effectively by 1,5,7-triazabicyclo[4.4.0]dec-5-ene (TBD). This is a mild, rapid and efficient protocol to generate P–C bonds. This simple procedure allows a series of dialkyl alkylphosphonates and trisubstituted phosphine oxides to be prepared in high yields. Further investigation resulted in a convenient one-pot, three-component reaction containing diphenyl phosphonite, malononitrile and an aldehyde.


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