Facial and Efficient Access to Dihydropyrano[3,2-c]Chromenes via Three-Component Reaction Using N,N-Dimethylbenzylamine As a New Organocatalyst
Autor: | Mozhgan Sadat Jalali, Hamzeh Kiyani |
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Rok vydání: | 2016 |
Předmět: |
Benzylamines
Acetates 010402 general chemistry 01 natural sciences Catalysis Dimethylbenzylamine chemistry.chemical_compound Ethyl cyanoacetate Nitriles Drug Discovery Organic chemistry Benzopyrans Malononitrile Reaction conditions Aldehydes Ethanol 010405 organic chemistry Organic Chemistry 4-Hydroxycoumarins General Medicine Condensation reaction 0104 chemical sciences Computer Science Applications chemistry Chromones Cyclization |
Zdroj: | Combinatorial Chemistry & High Throughput Screening. 19:275-282 |
ISSN: | 1386-2073 |
DOI: | 10.2174/1386207319666160310144315 |
Popis: | 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. |
Databáze: | OpenAIRE |
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