Environmental-friendly one-pot cascade synthesis of 3-cyanopiperidin-2,6-diones

Autor:	Ryszard Ostaszewski, Stanislaw Berlozecki, Daniel Paprocki
Rok vydání:	2019
Předmět:	chemistry.chemical_compound Cyanoacetic acid chemistry Decarboxylation Silica gel Environmental Chemistry Organic chemistry Environmentally friendly Toluene
Zdroj:	Environmental Chemistry Letters. 18:165-170
ISSN:	1610-3661 1610-3653
DOI:	10.1007/s10311-019-00915-8
Popis:	3-Cyanopiperidin-2,6-diones are key intermediates in the synthesis of several drugs and natural products. We developed one-pot synthesis of 3-cyanopiperidin-2,6-diones by Knoevenagel condensation of cyanoacetic acid and aldehydes, followed by addition of cyanoacetic acid, Achmatowicz reaction and decarboxylation. We tested a wide range of aliphatic and aromatic aldehydes. Products were obtained under simple, environmentally friendly conditions and in yields up to 99%. Substrates were stirred in toluene at reflux, and filtered through short pad of silica gel, and the product was purified by recrystallization.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::f2b260942a510944bb1ed37b4cc6a13d https://doi.org/10.1007/s10311-019-00915-8 Zobrazit plný text záznamu Full text from SpringerLink