120760-29-4Relevant academic research and scientific papers
The Reaction of 1-Amino-2,3-diphenylcyclopropenium Ions with 1,3-Diketones to Afford 2,4-Cyclopentadien-1-ols: The Regioselective Ring-Opening of 1-Aminocyclopropene Intermediates
Yoshida, Hiroshi,Tamai, Tomoji,Ogata, Tsuyoshi,Matsumoto, Kiyoshi
, p. 2891 - 2896 (1988)
1-Amino-2,3-diphenylcyclorpopenium tetrafluoroborates (4) reacted with cyclic or acyclic 1,3-dicarbonyl derivatives (5) such as 1,3-diketones, β-keto esters, or gem-diesters in the presence of triethylamine to give 2,4-cyclopentadien-1-ols in moderate to good yields.Some isolated cyclopropene intermediates were, upon heating, converted to the corresponding cyclopentadienols.The factors that influence on the reactivities of 4 and 5 (basicities of the amino groups of 4 and bulkiness of the substituents of 4 and 5) are discussed qualitatively.
