Construction of 3, 5-dinitrated 1, 4-dihydropyridines modifiable at 1, 4-positions by a reaction of β-formyl-β-nitroenamines with aldehydes. Issue 110 (23rd October 2015)

• Record Type: Journal Article
• Authors: Asahara, Haruyasu; Hamada, Mai; Nakaike, Yumi; Nishiwaki, Nagatoshi
• Is Part Of: RSC advances. Volume 5:Issue 110(2015)
• Page Start: 90778
• Page End: 90784
• Publication Date: 2015-10-23
• Subjects: Chemistry -- Periodicals; 540.5
• DOI: 10.1039/c5ra19439c
• Languages: English
• ISSNs: 2046-2069

Abstract

Abstract : A novel and efficient method for the synthesis of 4-substituted 3, 5-dinitro-1, 4-dihydropyridines by a reaction of β-formyl-β-nitroenamines with aldehydes was developed. Abstract : A novel and efficient method for the synthesis of 4-substituted 3, 5-dinitro-1, 4-dihydropyridines by a reaction of β-formyl-β-nitroenamines with aldehydes was developed. The reaction of nitroenamines with aldehydes leading to 1, 4-dihydropyridines and the self-condensation of nitroenamines leading to pyridinium salt intermediate proceed competitively. The obtained 3, 4, 5-trisubstituted-1, 4-dihydropyridines readily transformed into the corresponding pyridines in high yields.