A green one-pot multicomponent synthesis of 4H-pyrans and polysubstituted aniline derivatives of biological, pharmacological, and optical applications using silica nanoparticles as reusable catalyst

• Published in: Tetrahedron letters 2011-04, Vol.52 (16), p.1878-1881
• Main Authors: BANERJEE, Subhash, HORN, Alissa, KHATRI, Hari, SEREDA, Grigoriy
• Format: Article
• Language: English
• Subjects: Aldehydes; Aniline; Catalysis; Catalysts: preparations and properties; Chemistry; Derivatives; Ethanol; Ethyl alcohol; Exact sciences and technology; General and physical chemistry; Heterocyclic compounds; Heterocyclic compounds with o, s, se, te hetero atom and condensed derivatives; Kinetics and mechanisms; Nanoparticles; Noncondensed benzenic compounds; Organic chemistry; Preparations and properties; Reactivity and mechanisms; Silicon dioxide; Synthesis (chemistry); Theory of reactions, general kinetics. Catalysis. Nomenclature, chemical documentation, computer chemistry
• ISSN: 0040-4039; 1873-3581
• DOI: 10.1016/j.tetlet.2011.02.031

A one-pot practical, efficient, and environmentally benign multicomponent synthesis of 4H-pyrans and polysubstituted aniline derivatives of biological, pharmacological, and optical applications has been developed using a very mild, neutral, and reusable silica nanoparticles as catalyst. The 4H-pyran derivatives were synthesized by a three component reaction of an aldehyde, malononitrile, and 5,5-dimethyl-1,3-cyclohexanedione or ethyl acetoacetate at room temperature or refluxing in ethanol. Alternatively, polysubstituted anilines were synthesized via a four component reaction of an aldehyde, a ketone, and two equivalents of malononitrile in ethanol.