120771-39-3Relevant academic research and scientific papers
1,4-Dihydroisoquinolines and 1H-Benzoisoquinolines from 2-Azaallenium Salts
Weidner, Reinhold,Maas, Gerhard,Wuerthwein, Ernst-Ulrich
, p. 1711 - 1718 (2007/10/02)
α,α-Dimethylbenzyl-substituted 2-azaallenium salts 1 easily cyclize upon heating to form the hitherto unknown 4,4-dimethyl-substituted 1,4-dihydroisoquinolinium salts 2 in good yields.Deprotonation of 2 by weak bases provides the corresponding 1,4-dihydroisoquinolines 3.An X-ray analysis of 3c indicates a pronounced boat-shape conformation of the 1,4-dihydropyridine subunit. 1-Naphthyl-substituted 2-azaallenium salts 1 are not isolable under experimental conditions but cyclize spontaneously to form the novel 1H-benzoisoquinolinium salts 8.Deprotonation to 1H-benzoisoquinolines 9 is successful only in the absence of oxygen; in the presence of air, a mixture of benzoisoquinolines 10-13 are formed. - Key Words: 1,4-Dihydroisoquinolines/ 1H-Benzoisoquinolines/ 2-Azaallenium salts
