ao9b00407_si_002.cif (1.04 MB)
Cascade Reaction of 1,1-Enediamines with 2‑Benzylidene‑1H‑indene-1,3(2H)‑diones: Selective Synthesis of Indenodihydropyridine and Indenopyridine Compounds
dataset
posted on 2019-04-11, 08:15 authored by Qin Luo, Rong Huang, Qiang Xiao, Ling-Bin Kong, Jun Lin, Sheng-Jiao YanA concise and environmentally
friendly route for the synthesis
of diverse indenodihydropyridines (3) via a cascade reaction
of 1,1-eneamines (1) with benzylidene-1H-indene-1,3(2H)-diones (BIDs) (2) in
ethanol media was developed. The targeted compounds were efficiently
obtained by only filtration without any further post-treatment. In
the one-step cascade reaction, C–C and C–N bonds were
constructed. In addition, when 1,4-dioxane was used as a solvent and
the mixture of 1,1-eneamines (1) was refluxed with benzylidene-1H-indene-1,3(2H)-diones (BIDs) (2) for about 12 h, indenopyridine compounds (4) were
produced. Two kinds of indenopyridine derivatives 3–4 resulted from alternative solvents and temperatures. The
reaction had the following features: mild temperature, atom economy,
high yields, and potential biological activity of the product.