97462-22-1Relevant articles and documents
Isoquinolinium N-arylimides and trans-cyclooctenes
Huisgen, Rolf,Palacios-Gambra, Francisco,Polborn, Kurt,Boeckh, Dieter
, p. 353 - 364 (2007/10/03)
The inertness of isoquinolinium N-arylimides (5a,b) versus common cycloalkenes is overcome by the highly reactive (E)-cyclooctene and (E,Z)- 1,5-cyclooctadiene. NMR spectra and an X-Ray analysis established the retention of dipolarophile configuration in the cycloadducts (7a,b) and (9a,b) which were obtained in > 90% yield. Acid-base catalysis effects the opening of the pyrazolidine ring by β-elimination; the products are 1- [trans-2-arylaminocyclooctyl]isoquinolines (8,10).