120347-63-9Relevant academic research and scientific papers
Cyclopalladiated Aromatic Imines in Organic Synthesis: The Preparation of Cinnamonitriles, Cinnamates, Unsymmetrical Stilbenes, Isoquinolones, and Isoquinolines
Girling, Ian R.,Widdowson, David A.
, p. 1317 - 1324 (2007/10/02)
The preparation and characterisation of some new ortho-palladiated benzaldimine complexes and their reaction with olefins are described.The reaction of di-μ-1-chloro-bis(2-alkyl-2,1-benzazapalladole) complexes (1) with styrene in trifluoroacetic acid-acetic acid mixtures yielded stilbene-2-carbaldehydes (10).These were converted into 2-methyl-3-phenyl-1(2H)-isoquinolones (12) via a mercury(II) mediated cyclisation of the N-methylimine derivatives of the stylbenes.Reaction of the complexes (1) with methyl acrylate produced methyl 2-(N-t-butyliminomethyl)cinnamates (7; Y=CO2Me) and with acrylonitril, the 2-(N-t-butyliminomethyl)cinnamonitriles (7; Y=CN), which upon in situ thermolysis gave the corresponding isoquinolines (8).
CYCLOPALLADATED IMINES IN SYNTHESIS: THE PREPARATION OF UNSYMMETRICAL STILBENES AND 3-ARYLISOQUINOLONES
Girling, I. R.,Widdowson, D. A.
, p. 1957 - 1960 (2007/10/02)
A series of cyclopalladated t-butylimines of aromatic aldehydes were reacted with styrene to give o-formylstilbenes in high yield.The N-methylimines of these were converted to 3-aryl-N-methyl-isoquinolones by oxidation with mercuric acetate.
