【文章名】A New Conjugated Addition of Trialkyl Phosphites and Alkylidenephosphoranes to 3-omega-Azideoacetyl Coumarin Synthesis of Some 1,2,3,4-Triazaphospholes, Triazoles, and Azido-Coumarin Derivatives
A New Conjugated Addition of Trialkyl Phosphites and Alkylidenephosphoranes to 3-omega-Azideoacetyl Coumarin Synthesis of Some 1,2,3,4-Triazaphospholes, Triazoles, and Azido-Coumarin Derivatives
[摘要]:A new and efficient conjugate addition of trimethyl and triethyl phosphites to 3-omega-azidoacetylcoumarin (1) has been studied. The reaction proceeded smoothly at r. t. furnishing 1,2,3,4-triazaphosphole coumarin derivatives 4a,b in similar to 75% yields. Linear substituted triazoles 10a,b were also obtained from the reactions of 1 with alpha-keto ylides, acetyl- and benzoylmethylene triphenylphosphoranes. Contrary to these results, Wittig reaction was occurred when 1 was allowed to react with a-alkoxycarbonylmethylene- and cyanomethylenetriphenylphosphoranes 7c-e as well as with methylidene-and benzylidenetriphenylphosphoranes 8a,b resulting in the formation of the corresponding olefins either as an intermediate 14b or as final products 11a-c.