Synthesis of 2-(4-amino substituted benzylidene) indanone analogues from aromatic nucleophilic substitution (SNAr) reaction.

Autor:	Rahimpour, Keshvar, Nikbakht, Roghaye, Aghaiepour, Alireza, Teimuri-Mofrad, Reza
Předmět:	INDENE synthesis BENZYLIDENE compounds BENZALDEHYDE AROMATIC amines ALIPHATIC amines CHEMICAL derivatives NUCLEOPHILIC substitution reactions
Zdroj:	Synthetic Communications; 2018, Vol. 48 Issue 17, p2253-2259, 7p, 6 Diagrams, 1 Chart
Abstrakt:	A novel, efficient and convenient procedure has been developed for the synthesis of 2-(4-amino-substituted benzylidene)indanone derivatives. In the first step, the reaction of 4-fluorobenzaldehyde with 5, 6-dimethoxy-2, 3-dihydro-1H-inden-1-one in the presence of NaOH in EtOH was described. In the next step, a variety of aliphatic and aromatic amines were reacted with 2-(4-fluorobenzylidene)-5, 6-dimethoxy-2, 3-dihydro-1H-Inden-1-one via aromatic substitution (SNAr) reaction to produce 2-(4-aminobenzylidene)-5, 6-dimethoxy-2, 3-dihydro-1H-Inden-1-one derivatives as a novel class of 1-indanones. These products have been successfully prepared in good to excellent yields. 1 H and 13 C NMR, FT-IR spectroscopy and CHN analysis supported the proposed structures of the products. [ABSTRACT FROM AUTHOR]
Databáze:	Complementary Index
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