98190-98-8Relevant academic research and scientific papers
Conversion of 2-alkylcinnamaldehydes to 2-alkylindanones via a catalytic intramolecular Friedel-Crafts reaction
Womack, Gary B.,Angeles, John G.,Fanelli, Vincent E.,Heyer, Christie A.
, p. 7046 - 7049 (2008/02/11)
(Chemical Equation Presented) The preparation of indanones by the intramolecular acylation of 3-arylpropanoic acids or halides requires the use of non-catalytic acid promoters. In the presence of 5-10 mol % FeCl3, in situ generated dimethyl acetals of (E)-2-alkylcinnamaldehydes cyclize to 1-methoxy-2-alkyl-1H-indenes in good-to-high yields. The 1-methoxyindenes were converted in high yield into 2-alkylindanones by treatment with triethylamine, to effect isomerization to the isomeric enol ethers, followed by acid-catalyzed hydrolysis. Thus, a catalytic, intramolecular Friedel-Crafts reaction leading to 2-alkylindanones from 2-alkylcinnamaldehydes was developed.
Synthesis and stereochemical aspects of 2,6-disubstituted perhydroazulenes - Core units for a new class of liquid crystalline materials
Hussain, Zakir,Hopf, Henning,Pohl, Ludwig,Oeser, Thomas,Fischer, Axel K.,Jones, Peter G.
, p. 5555 - 5569 (2008/02/04)
A novel approach for the synthesis of cis/trans-fused perhydroazulenes 13-19 is reported. The stereochemistry of the derivatives of carbene addition products 9a-c/20-22, of the 2,6-disubstituted perhydroazulenes 12a-c/23-25, and that of compounds 26-27 has been studied by single-crystal X-ray crystallography. The hydrogenation of the tropylidene to the perhydroazulene skeleton under various conditions is described. Wiley-VCH Verlag GmbH & Co. KGaA, 2006.
