One-pot, solvent-free facile stereoselective synthesis of rhodanine–furan hybrids from renewable resources

ABSTRACT

In this study, a one-pot, solvent-free stereoselective reaction was started between primary amines, carbon disulfide, ethyl bromoacetate, and furan derivatives derived from sugars at room temperature, which was completed within 10 min to produce rhodanine–furan hybrid molecules in good to high yields. The presence of the chloromethyl group in products derived from chloromethylfurfural (CMF) made it possible for the substitution of other functional groups such as amine group.

GRAPHICAL ABSTRACT

KEYWORDS:

• 5-arylidene rhodanines
• furans
• solvent-free reaction
• multicomponent reactions (MCRs)
• biomass

Disclosure statement

No potential conflict of interest was reported by the authors.

Supporting information

¹H NMR,¹³C NMR, and Mass spectra of all new compounds associated with this article can be found in the online version.

Additional information

Funding

This research was supported by the Iran National Science Foundation (INSF) under grant No. 96004838.