51281-82-4Relevant academic research and scientific papers
Expedient synthesis of 3-hydroxyisoquinolines and 2-hydroxy-1,4- naphthoquinones via one-pot aryne acyl-alkylation/condensation
Allan, Kevin M.,Hong, Boram D.,Stoltz, Brian M.
supporting information; experimental part, p. 4960 - 4964 (2010/02/15)
A convenient method is disclosed for the synthesis of both 3-hydroxyisoquinolines and 2-hydroxy-1,4-naphthoquinones from β-ketoesters using a one-pot aryne acyl-alkylation/condensation procedure. When performed in conjunction with a one-step method for the synthesis of the β-ketoester substrates, this method provides a new route to these polyaromatic structures in only two steps from commercially available carboxylic acid starting materials. The utility of this approach is demonstrated in the synthesis of the atropisomeric P,N-ligand, QUINAP. The Royal Society of Chemistry 2009.
The direct acyl-alkylation of arynes
Tambar, Uttam K.,Stoltz, Brian M.
, p. 5340 - 5341 (2007/10/03)
An efficient and mild acyl-alkylation of arynes is described. The method is used to synthesize medium-sized carbocycles by the ring-expansion of cyclic β-ketoesters. Copyright
