Highly Efficient and Mild Gold (I) Catalyzed Synthesis of 3,8-Diarylidene-2,7-dioxaspiro[4.4]nonane-1,6-diones

The gold-catalyzed cyclization of 2,2-bis(3-arylprop-2-yn1-yl)malonic acid has been proposed as an efficient approach to substituted 3,8-dibenzyl-2,7-dioxaspiro[4.4]nonane-1,6-diones. The reaction proceeds smoothly in mild reaction conditions to give the desired products in quantitative yields in the presence of variously substituted starting materials. In addition, the synthesis of gamma-arylidene spirobislactone bearing different substituents on the two aromatic rings has been achieved. This kind of compound could be of great interest in pharmaceutical science given the widespread presence of this scaffold in bioactive natural and synthetic products.

Automated summary

The gold-catalyzed cyclization of 2,2-bis(3-arylprop-2-yn1-yl)malonic acid efficiently produces substituted 3,8-dibenzyl-2,7-dioxaspiro[4.4]nonane-1,6-diones. The reaction occurs under mild conditions and yields the desired products in quantitative amounts with variously substituted starting materials. Additionally, the synthesis of gamma-arylidene spirobislactone with different substituents on the two aromatic rings has been achieved. This compound has significant relevance in pharmaceutical science due to the widespread presence of this scaffold in bioactive natural and synthetic products.