One-pot expeditious synthesis of glycosylated esters through activation of carboxylic acids using trichloroacetonitrile

Acetimidates, a valuable intermediate has been well explored as versatile synthon in a number of organic transformations particularly as suitable donors in glycosylation reactions. Herein, we explored acetimidates to furnish high-to-excellent yield of diverse glycosylated esters under one-pot mild reaction condition. The commercially available trichloroacetonitrile is implemented for the activation of carboxylic acid via in situ generation of trichloroacetimidate, which was subsequently attacked by sugar alcohols to deliver high-to -excellent yields of desired glycosylated esters. The devised method has some notable features such as metal -free condition, one-pot mild reaction condition, easy-handling, high-to-excellent yields, and broad substrate scope.

Automated summary

In this study, acetimidates and commercially available trichloroacetonitrile were used to synthesize diverse glycosylated esters with high-to-excellent yields under one-pot mild reaction conditions. The method has notable features such as metal-free condition, easy handling, and broad substrate scope.