147637-19-2Relevant academic research and scientific papers
Application of organolithium and related reagents in synthesis. Part 21. Synthetic strategies based on orthro-aromatic metallation. A concise regiospecific synthesis of arylnaphthalanes as precursors of naphthylisoquinoline alkaloids
Epsztajn, Jan,Jozwiak, Andrzej,Szczesniak, Aleksandra K.
, p. 2563 - 2567 (2007/10/03)
A novel procedure is described for synthesising regioselectively substituted biaryls such as 12. It involves converting phthalides 4, via cycloaddition of dimethyl acetylenedicarboxylate to 1-arylisobenzofurans 6, into dimethyl 1-arylnaphthalene-2,3-dicar
Application of organolithium and related reagents in synthesis. Part 13. Synthetic strategies based on aromatic metallation. A concise regiospecific conversion of benzoic acids into 4-hydroxy-1-arylnaphthalenes
Epsztajn, Jan,Jozwiak, Andrzej,Szczesniak, Aleksandra K.
, p. 929 - 938 (2007/10/02)
The synthesis of the 3-unsubstituted phthalides (5) and their conversion into 1-hydroxy-1-arylphthalans (8), very useful precursors of isobenzofurans (10) and subsequent cycloaddition of them to dimethyl acetylenedicarboxylate as a way of regiospecific transformation of benzoic acids into dimethyl 4-hydroxy-1-(2-methoxyphenyl)naphthalene-2,3-dicarboxylates (12) (biaryls highly substituted around the axis), is described.
