Facial and Efficient Access to Dihydropyrano[3,2-c]Chromenes via Three-Component Reaction Using N,N-Dimethylbenzylamine As a New Organocatalyst

Title:Facial and Efficient Access to Dihydropyrano[3,2-c]Chromenes via Three-Component Reaction Using N,N-Dimethylbenzylamine As a New Organocatalyst

Volume: 19 Issue: 4

Author(s): Hamzeh Kiyani and Mozhgan Sadat Jalali

Affiliation:

Keywords: Dihydropyrano[3, 2-c]chromenes, N, N-Dimethylbenzylamine, 4-Hydroxycoumarin, Knoevenagel condensation, Nitrile-containing compounds, Three-component annulation.

Abstract: The N,N-dimethylbenzylamine (DMBA), as an efficient and commercially available organocatalyst was employed for the one-pot synthesis of dihydropyrano[3,2-c]chromene derivatives in ethanol medium. In this work, the one-pot Knoevenagel-Michael-Thorpe-Ziegler type cascade heterocyclization has been developed for the synthesis of dihydropyrano[3,2-c]chromene-containing heterocycles from the one-pot multicomponent condensation reaction of 4-hydroxycoumarin, malononitrile/ethyl cyanoacetate, and various aldehydes at 60°C. The salient features of this basecatalyzed reaction are mild reaction conditions, reusability of the reaction medium, shorter reaction times, and easy separation of the reaction mixture.

Cite this article as:

Kiyani Hamzeh and Sadat Jalali Mozhgan, Facial and Efficient Access to Dihydropyrano[3,2-c]Chromenes via Three-Component Reaction Using N,N-Dimethylbenzylamine As a New Organocatalyst, Combinatorial Chemistry & High Throughput Screening 2016; 19 (4) . https://dx.doi.org/10.2174/1386207319666160310144315