✍ Scribed by Robert Temme; Rolf Huisgen
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In contrast to common alkenes and enol ethers, the angle‐strained double bonds of norbornene, dimethyl norbornadiene‐2,3‐dicarboxylate, and acenaphthylene undergo [3+2] cycloadditions with isoquinolinium N‐arylimides. The structures of the crystalline adducts have been elucidated from their ^1^H nmr spectra.
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## Abstract The azomethine imine group of isoquinolinium __N__‐arylimides 2 is partially incorporated into an aromatic ring. The nucleophilic‐electrophilic 1,3‐dipoles 2 undergo cycloadditions to ethylene derivatives bearing either electron‐withdrawing or electron‐releasing substituents. The regioc
The red isoquinolinium N-arylimides 19؊23 are azomethine mer. Generated by deprotonation of 11؊13, the N-arylimides 19؊21 undergo in situ cycloadditions to carbon disulfide, imines of which the C=N bond is part of an aromatic ring. The N-(4-nitrophenyl)imide 22 and the N-(2-pyridyl)imide 23 phenyl i
The 1,3-cycloadditions of isoquinolinium N-phenylimide (2a) med with dimethyl fumarate and maleate. The configurations were elucidated by 1 H NMR analysis, which likewise pro-and N-(2-pyridyl)imide (2b) to twelve α,β-unsaturated carboxylic esters and nitriles proceeded at room temp. with high vided