An Organocatalytic Newer Synthetic Strategy Toward the Access of Polyfunctionalized 4H-Pyrans via Multicomponent Reactions

GRAPHICAL ABSTRACT

ABSTRACT

An energy efficient, facile, and environmentally benign synthetic method to obtain pharmaceutically fortunate, diverse 4H-pyrans from frequently accessible aryl aldehydes, malononitrile, and dissimilar 1,3-diketoesters is described. The reactions took place smoothly at ambient temperature using 2-aminopyridine as a low-cost organocatalyst. The present domino strategy furnishes, the desired products in high yields with shorter reaction times. The structures of the o-nitro substituted skeletons were unambiguously confirmed by mono-crystal XRD.

KEYWORDS:

• 2-aminopyridine
• green synthesis
• organocatalysis
• 4H-Pyrans
• X-ray crystals

Supplementary information

The Crystallographic data of compounds 4f and 4p have been deposited with the Cambridge Crystallographic Data Centre having the CCDC Nos. 1542238 and 1542698, respectively. A copy of ¹H and ¹³C NMR spectra for synthesized compounds were attached.

Additional information

Funding

Financial assistance from Department of Science and Technology, New Delhi, India [Scheme No: DST/INSPIRE Fellowship/2012/690] is gratefully acknowledged.