Cascade Reaction of 1,1-Enediamines with 2‑Benzylidene‑1<i>H</i>‑indene-1,3(2<i>H</i>)‑diones:
Selective Synthesis of Indenodihydropyridine and Indenopyridine Compounds
Qin Luo
Rong Huang
Qiang Xiao
Ling-Bin Kong
Jun Lin
Sheng-Jiao Yan
10.1021/acsomega.9b00407.s002
https://acs.figshare.com/articles/dataset/Cascade_Reaction_of_1_1-Enediamines_with_2_Benzylidene_1_i_H_i_indene-1_3_2_i_H_i_diones_Selective_Synthesis_of_Indenodihydropyridine_and_Indenopyridine_Compounds/7981580
A concise and environmentally
friendly route for the synthesis
of diverse indenodihydropyridines (<b>3</b>) via a cascade reaction
of 1,1-eneamines (<b>1</b>) with benzylidene-1<i>H</i>-indene-1,3(2<i>H</i>)-diones (BIDs) (<b>2</b>) 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 (<b>1</b>) was refluxed with benzylidene-1<i>H</i>-indene-1,3(2<i>H</i>)-diones (BIDs) (<b>2</b>) for about 12 h, indenopyridine compounds (<b>4</b>) were
produced. Two kinds of indenopyridine derivatives <b>3</b>–<b>4</b> 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.
2019-04-11 08:15:06
dione
cascade reaction
indenopyridine
BID
compound
eneamine
benzylidene
indene