Allenylphosphine oxides as simple scaffolds for phosphinoylindoles and phosphinoylisocoumarins
G Gangadhararao1, Ramesh Kotikalapudi1, M Nagarjuna Reddy1
1School of Chemistry, University of Hyderabad, Hyderabad 500 046, A. P., India.
Abstract:
A range of phosphinoylindoles was prepared in one-pot from functionalized propargyl alcohols and a suitable P(III) precursor via a base-mediated reaction. The reaction proceeds via the intermediacy of allenylphosphine oxides. Similarly, phosphinoylisocoumarins were prepared from allenylphosphine oxides in a trifluoroacetic acid-mediated reaction; the latter also acts as a solvent. Interestingly, in the presence of wet trifluoroacetic acid, in addition to phosphinoylisocoumarins, phosphorus-free isocoumarins were also obtained. Key products were characterized by single crystal X-ray crystallography.
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