Task-specific ionic liquid and CO(2)-cocatalysed efficient hydration of propargylic alcohols to α-hydroxy ketones

The hydration of propargylic alcohols is a green route to synthesize α-hydroxy ketones. Herein a CO(2)-reactive ionic liquid (IL), [Bu(4)P][Im], was found to display high performance for catalyzing the hydration of propargylic alcohols in the presence of atmospheric CO(2), and a series of propargylic alcohols could be converted into the corresponding α-hydroxy ketones in good to excellent yields. In the IL/CO(2) reaction system, CO(2) served as a cocatalyst by forming α-alkylidene cyclic carbonates with propargylic alcohols, and was released via the rapid hydrolysis of the carbonates catalysed by the IL. This is the first example of the efficient hydration of propargylic alcohols under metal-free conditions.