Tetrahedron p. 929 - 938 (1993)
Update date:2022-08-05
Topics: Synthesis Conversion Reagents Concise Regiospecific Organolithium Aromatic metallation Benzoic acids 4-hydroxy-1-arylnaphthalenes
Epsztajn, Jan
Jozwiak, Andrzej
Szczesniak, Aleksandra K.
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.
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