Summary |
Iron- and nickel-catalyzed synthesis of vinylic acids and acrylic acids from alkynes, Grignard reagents and fixation of CO2 was developed. This methodology features good to excellent yield, high regioselectivity, and broad functional group tolerance. Synthesis of Bisphenol A diglycidyl ether (BADGE) via epoxidation with tungsten catalyst and hydrogen peroxide was demonstrated. The green process produces water as the by-product, which is the main feature of this synthetic methodology. |
Scientific Breakthrough |
1. An iron-catalyzed hygromagnesiation of alkynes with Grignard reagents and fixation of CO2 for the synthesis of vinylic acids was demonstrated. This methodology features good to excellent yield, high regioselectivity, and broad functional group tolerance. On the basis of literature report, the products diarylvinylic acids are bioactive. One of anticancer drugs, HIF-1, can also be synthesized through this methodology efficiently.
2. A nickel-catalyzed synthesis of trisubstituted acrylic acids from alkynes, Grignard reagents, and CO2 was developed. The reaction proceeds under ambient pressure of carbon dioxide with mild reaction conditions in short time. Totally 26 different alkynes were transformed into the corresponding acid products in good yields with high stereoselectivity. The synthetic method was successfully applied to a gram-scale synthesis of product.
3. Synthesis of Bisphenol A diglycidyl ether (BADGE) via epoxidation with tungsten catalyst and hydrogen peroxide was demonstrated. The green process produces water as the by-product, which is the main feature of this synthetic methodology. Highly activated tungsten catalyst [Aliquat336]3{PO4[W(O2)2O]4} works well in the reaction and get the epoxidation product BADGE up to 91%. This methodology can further be applied in polymer synthesis. |