A facile synthesis of 2-(2-pheny1-4H-chromen-4-ylidene)-2H-indene-1,3-diones and related compounds involving an interesting aerial oxidation

作者：Guha Chayan; Samanta Swati; Sepay Nayim; Mallik Asok K^*

来源：Tetrahedron Letters, 2015, 56(34): 4954-4958.

DOI：10.1016/j.tetlet.2015.07.005

• Aerial oxidation
• 2,8-Dioxabicyclo[3.3.1]nonane
• 2-Hydroxychalcone
• Cyclic diketone
• Amberlyst-15

2-(2-Phenyl-4H-chromen-4-ylidene)-2H-indene-1,3-diones were obtained in good to excellent yields by treatment of 2-hydroxychalcones and indane-1,3-dione in refluxing toluene in the presence of amberlyst-15 as catalyst in air. The reaction involving 2-hydroxychalcones and cyclopentane-1,3-dione under the same condition gave 2-(2-phenyl-4H-chromen-4-ylidene)cyclopentane-1,3-diones along with 2,8-diox-abicyclo[3.3.1]nonanes, the relative amount of the products being dependent on the reaction time. Separate experiments have shown that the isolated 2,8-dioxabicyclo[3.3.1]nonanes are convertible to the other type of products under the applied reaction condition.

• 出版日期2015-8-19