Synthesis of Trisubstituted Acrylic Acids through Nickel‐Catalyzed Carbomagnesiation of Alkynes and Carbon Dioxide Fixation.

Hung, Chen‐Hsun; Santhoshkumar, Rajagopal; Chang, Yu‐Che; Cheng, Chien‐Hong

A nickel‐catalyzed synthesis of trisubstituted acrylic acids from alkynes, Grignard reagents, and CO2 is reported. The reaction proceeds through carbomagnesiation of the alkyne with Grignard reagent followed by carboxylation with CO2 under mild reaction conditions in short time. Various unsymmetrical alkynes were transformed into the corresponding acid products in good yields with high stereoselectivity. The key molecule for the present global warming "CO2" must be utilized wherever it applies. Herein, CO2 is used for a nickel‐catalyzed carbomagnesiation of alkynes to produce acrylic acids.

ACRYLIC acid; NICKEL catalysts; ALKYNES; CARBON dioxide; CARBOXYLATION; CHEMICAL yield

European Journal of Organic Chemistry, 2018, Vol 2018, Issue 48, p6924

1434-193X

Academic Journal

10.1002/ejoc.201801364