75960-30-4Relevant articles and documents
Reactions of phthalans with dienophiles. I. Synthesis of naphthalenes from phthalans and activated acetylenes
Contreras, Luis,Lean, David B. Mac
, p. 2573 - 2579 (2007/10/02)
Diethoxyphthalans and activated acetylenes react at temperatures of 140-160 deg C to yield substituted naphthalenes.It is proposed that the reaction occurs through the intermediacy of 1-ethoxyisobenzofurans generated thermally from the phthalans.The transient 1-ethoxyisobenzofurans are postulated to add to the acetylenes in a cycloaddition reaction to yield tricyclic intermediates that are transformed to naphthalenes at the elevated temperature of the reaction.Reactions with unsymmetrical acetylenes provided information on the regioselectivity of the reaction.