A simple synthetic approach to the construction of novel 2-amino-5-mercapto-6-(mercaptomethyl)-4-aryl-4H-pyran-3-carbonitriles

Abstract

We discovered a simple synthetic approach to the construction of novel 2-amino-5-mercapto-6-(mercaptomethyl)-4-aryl-4H-pyran-3-carbonitriles (3a-i) under metal-free conditions. The methodology depended on the treatment of 2-arylidenemalononitriles (2a-i) with 2-(5-oxo-1,3-dithian-2-ylidene)malononitrile (1) or 1,3-dimercaptopropan-2-one (5) in absolute ethanol using triethylamine as an effective catalyst. The reaction mechanism was discussed. Structures of all the synthesized products were established by elemental analysis and spectral tools.

GRAPHICAL ABSTRACT

KEYWORDS:

• Pyran
• dithiol
• arylidenemalononitriles
• synthesis

Acknowledgements

The authors extend their appreciation to the Deanship of Scientific Research at King Khalid University for funding this work through large group Research Project under grant number RGP-2/104/44.

Disclosure statement

No potential conflict of interest was reported by the author(s).

Additional information

Funding

This work was supported by Deanship of Scientific Research, King Khalid University [grant number RGP2/104/44].