120347-65-1Relevant 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).
