34880-81-4Relevant academic research and scientific papers
An easy Lewis acid-mediated isomerization from (E)- to (Z)-oxoindolin-3-ylidene ketones
Faita, Giuseppe,Mella, Mariella,Righetti, PierPaolo,Tacconi, Gianfranco
, p. 10955 - 10962 (2007/10/02)
(E)-2-Oxoindolin-3-ylidene ketones can be easily isomerized to their (Z)-isomers by AlCl3 at room temperature in CH2Cl2. The behaviour of the unsaturated dicarbonyl framework in the (Z)-configuration as a bidentate ligand
Preparation and Catalytic Hydrogenation of Spiro and Sprio
Lefkaditis, Demetrios A.,Argyropoulos, Nicolaos G.,Nicolaides, Demetrios N.
, p. 1863 - 1871 (2007/10/02)
Wittig monoolefination of acenaphthylene-1,2-quinone (1) with ethyl (triphenylphosphoranylidene)acetate yields the o-quinomethane derivative 2 which by 1,3-dipolar cycloaddition reactions with aromatic nitrile oxides affords regioselectively the spiro 3 and 4.Reaction between 1 and benzonitrile oxide gives the spiro 5 which by treatment with ethyl(triphenylphosphoranylidene)acetate gives compound 6.Reaction between 6 and benzonitrile oxide gives regioselectively the diastereomeric dispiro compounds 7 and 7'.Catalytic hydrogenation of the spiro compounds 6,7, and 7' over 10percent Pd/C results in the cleavage of the dioxazole ring while cleavage of the isoxazole ring of compound 3 is achieved either by reduction over Raney nickel or by treatment with sodium ethoxide.Reduction of products prepared according Scheme 1 affords the acenaphthylene derivatives 8,9 and 12-15.
