One-pot synthesis of 2-aminotetrahydrothiopyrano[4,3-b]pyran-3-carbonitrile derivatives using mesoporous NH2-MCM-41

• Published in: Monatshefte für Chemie Vol. 144; no. 11; pp. 1699 - 1704
• Main Authors: Mirza-Aghayan, Maryam, Saravani, Farhad, Tarlani, Ali Akbar, Abaee, Mohammad Saeed, Boukherroub, Rabah
• Format: Journal Article
• Language: English
• Published: Vienna Springer Vienna 01-11-2013
• Subjects: Analytical Chemistry; Chemistry; Chemistry and Materials Science; Chemistry/Food Science; Inorganic Chemistry; Organic Chemistry; Original Paper; Physical Chemistry; Theoretical and Computational Chemistry; One-pot synthesis; Amino-functionalized MCM-41; Thiopyran; 2-Aminotetrahydrothiopyrano[4,3; pyran-3-carbonitrile
• ISSN: 0026-9247; 1434-4475
• DOI: 10.1007/s00706-013-1035-2

A facile and general procedure is presented for the one-pot synthesis of 2-aminotetrahydrothiopyrano[4,3-
b
]pyran-3-carbonitrile derivatives. It is based on the three-component condensation of aliphatic, aromatic, or heterocyclic aldehydes, malononitrile, and thiopyran in the presence of mesoporous amino-functionalized MCM-41 silica in ethanol. This efficient technique has the advantage of giving 2-aminotetrahydrothiopyrano[4,3-
b
]pyran-3-carbonitrile derivatives using a heterogeneous mesoporous reagent in high yields, in short reaction times, and offers a simple product isolation procedure.
Graphical abstract