1177253-97-2Relevant academic research and scientific papers
A route for synthesis of 1,3,5-trisubstituted naphthalenes by reaction of ortho-substituted benzylisoquinilium bromides with α,β-unsaturated ketones
Gupta,Gupta, Vandana,Gupta,Chaudhary,Gupta,Srivastava,Gupta
, p. 291 - 294 (2012/11/06)
Three ortho-substituted cycloimmonium bromides : ortho- chlorobenzylisoquinolium bromide, ortho-bromobenzylisoquinolium bromide and ortho-- nitrobenzylisoquinolium bromide have been prepared by the reaction of ortho-substituted benzyl bromide with isoquinoline in benzene in an atmosphere of nitrogen at reflux temperature in good yields. These isoquinolinium salts on reaction with base generated corresponding ortho-substituted benzylideneisoquinolium ylides in situ. The reaction of these salts or ylides with a wide range of substituted benzylideneacetophenones in the presence of anhydrous AlCl3 or ZnCl2 in mixture of ammonium acetate and acetic acid gave 1,3,5-triarylnaphthalenes in good yields. Aluminium chloride or zinc chloride in acetic acid is used as cylisation agent. The structures of naphthalenes were confirmed by elemental analysis, IR and NMR spectral data.
