1218936-99-2Relevant academic research and scientific papers
Lewis acid-promoted friedel-crafts alkylation reactions with α-ketophosphate electrophiles
Smith, Austin G.,Johnson, Jeffrey S.
, p. 1784 - 1787 (2010)
The BF3·OEt2-promoted nucleophilic substitution of α-aryl-α-ketophosphates to afford α,α-diaryl ketone products is described. Electron-rich α-ketophosphates perform best, with electron-neutral and electron-poor substrates also tolerated. The reaction is tolerant of a range of aromatic, heteroaromatic, and nonaromatic nucleophiles, with yields ranging from 44% to 84%. Enantioenriched starting material yields racemic product, suggesting an SN1 pathway via an acylcarbenium ion.
