An environmentally benign multi-component reaction: regioselective synthesis of fluorinated 2-aminopyridines using diverse properties of the nitro groupElectronic supplementary information (ESI) available. CCDC 1846439 and 1846441. For ESI and crystallographic data in CIF or other electronic format see DOI: 10.1039/c8gc03698e

• Main Authors: Du, Xuan-Xuan, Zi, Quan-Xing, Wu, Yu-Meng, Jin, Yi, Lin, Jun, Yan, Sheng-Jiao
• Format: Journal Article
• Language: English
• Published: 18.03.2019
• ISSN: 1463-9262; 1463-9270
• DOI: 10.1039/c8gc03698e

An efficient and concise one-pot procedure was developed for the synthesis of two kinds of fluorinated 2-aminopyridine compounds, 4 and 5 , based on the reactions of different types of 1,1-enediamines (EDAMs), 1 , with a variety of benzaldehyde derivatives, 2 , and 1,3-dicarbonyl compounds, 3 , involving the Knoevenagel, Michael and cyclization reactions under heating. This protocol is especially suitable for efficient and rapid parallel synthesis of fluorinated 2-aminopyridine compounds with pharmacological activity. The usefulness of this environmentally benign, mild, and multicomponent one-pot reaction procedure was demonstrated by easily synthesizing two kinds of fluorinated 2-aminopyridine libraries. A procedure was developed for the synthesis of fluorinated 2-aminopyridines based on the reactions of 1,1-enediamines, benzaldehydes and 1,3-dicarbonyl compounds.