Department of Organic Chemistry and Natural Products, Chemistry and Chemical Engineering Research Center of Iran, Pajohesh Blvrd., 17th km of Tehran-Karaj Highway, P.O. Box 14335-186, Tehran, Iran
Abstract:
An efficient four-component reaction was developed to take advantage of the reactivity of the 2-aminothiophene-3-carbonitrile functionality, which is obtained during the classical three-component Gewald reaction. Various α-methylene bearing ketones were reacted with malononitrile, elemental sulfur, and aryl/heteroarylnitrile derivatives in t-BuOH/NaOH to afford 2-arylthieno2,3-d]pyrimidin-4-amines in high yields. Preliminary studies revealed the photophysical properties of the products and their potential for use as metal sensors.