Synthesis and Biological Evaluation of New Dihydrofuro[3,2-]piperidine Derivatives as Potent -Glucosidase Inhibitors.

Inhibition of glycoside hydrolases has widespread application in the treatment of diabetes. Based on our previous findings, a series of dihydrofuro[3,2-]piperidine derivatives was designed and synthesized from D- and L-arabinose. Compounds (IC = 0.

Dess-Martin Periodinane-Mediated Oxidative Coupling Reaction of Isoquinoline with Benzyl Bromide.

Dess-Martin periodinane (DMP) is a broadly applicable oxidant in chemical synthesis. In this work, an efficient and convenient synthesis of -substituted isoquinolinone derivatives mediated by DMP was achieved through the oxidative coupling reaction of functionalized isoquinoline with readily available benzyl bromide, which is a metal-free, mild, and practical method for synthesizing isoquinoline-1,3-dione or isoquinoline-1,3,4-trione derivatives in excellent yields. The HO-labeling experiment was performed to gain insight into the possible mechanism for this reaction.

A Novel Method to Construct 2-Aminobenzofurans via [4 + 1] Cycloaddition Reaction of In Situ Generated -Quinone Methides with Isocyanides.

A new approach for the synthesis of 2-aminobenzofurans has been described via Sc(OTf) mediated formal cycloaddition of isocyanides with the in situ generated -quinone methides (-QMs) from -hydroxybenzhydryl alcohol. Notably, as a class of readily available and highly active intermediates, -QMs were first used in the construction of benzofurans. This [4 + 1] cycloaddition reaction provides a straightforward and efficient methodology for the construction of 2-aminobenzofurans scaffold in good yield (up to 93% yield) under mild conditions.

Synthesis of -Substituted Iminosugar -Glycosides and Evaluation as Promising -Glucosidase Inhibitors.

A series of -substituted iminosugar -glycosides were synthesized and tested for -glucosidase inhibition. The results suggested that is a promising and potent -glucosidase inhibitor. Enzymatic kinetic assays indicated that compound may be classified as an uncompetitive inhibitor.