ChemInform Abstract: An Efficient Synthesis of peri‐Hydroxy Aromatic Compounds: A Strong Base‐Induced [4 + 2] Cycloaddition of 4‐Phenylthio‐Substituted Homophthalic Anhydrides with Various Sulfinyl‐Substituted Dienophiles.
Abstract:An Efficient Synthesis of peri-Hydroxy Aromatic Compounds: A Strong Base-Induced [4 + 2] Cycloaddition of 4-Phenylthio-Substituted Homophthalic Anhydrides with Various Sulfinyl-Substituted Dienophiles.-In the presence of strong base, the 4-phenylthio-homophthalic anhydride derivative (I) readily reacts with dipolarophiles such as the acetylenedicarboxylic acid ester (II) to give the desired [4 + 2] cycloadducts. However, the reaction with quinones such as (IV) requires a long reaction time and gives the p-phen… Show more
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