AI Article Synopsis

  • Acetimidates serve as effective intermediates in organic chemistry, particularly useful in glycosylation reactions.
  • The study details a method that uses trichloroacetonitrile to activate carboxylic acids and generate trichloroacetimidates, which react with sugar alcohols to produce glycosylated esters.
  • Key advantages of this method include being metal-free, easy to handle, requiring only one pot and mild conditions, and achieving high yields with a variety of substrates.

Article Abstract

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.

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Source
http://dx.doi.org/10.1016/j.carres.2022.108674DOI Listing

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