A one-pot procedure for the synthesis of novel pyran-fused dicyanoanilines via a triethylamine/aqueous mediated pseudo four-component reaction

Abstract

A facile pseudo four-component process was developed for the synthesis of dicyanoaniline derivatives fused to pyran ring. Reactions took place in the presence of triethylamine via a one-pot combination of pyran-4-one 1 with various aldehydes and two equivalents of malononitrile in water. Thus, novel products 4 were obtained in high yields after 5-7 h mixing at 40 °C . After completion of the reactions, products solidified in the mixture spontaneously. This allowed an easy separation of the products and avoided costly chromatographic purifications.

A divergent procedure for multicomponent synthesis of novel ferrocenyl derivatives of dicyanoanilines and cyanopyridines

“…[21] They have also demonstrated wide pharmaceutical, [22] biological, [23] and catalytic properties. [24] The use of ultrasonic chemistry in organic synthesis is well documented, [25,26] and we have several reports employing this technique in our ongoing synthetic programs, [27,28] Recently, we also communicated the synthesis of dicyanoanilines fused to various heterocyclic [29][30][31] and homocyclic [32] structures. On this track, we now present a convenient procedure for the synthesis of novel ferrocenyl substituted dicyanoanilines.…”