Locoselective [4 + 2] Cycloadditions of Vinylindoles with Inverse Electron Demand: A new access of indolyl-substituted and annellated pyridazines

✍ Scribed by Ulf Pindur; Ludwig Pfeuffer; Myung-Hwa Kim

• Book ID: 102856982
• Publisher: John Wiley and Sons
• Year: 1989
• Tongue: German
• Weight: 504 KB
• Volume: 72
• Category: Article
• ISSN: 0018-019X
• DOI: 10.1002/hlca.19890720109

✦ Synopsis

These and some of our further results demonstrate that the 4,5-dibydropyridazine tautomer (e.g. 1%') is the less stable isomer in the series of cycloaddition products from vinylindoles with 3 (see also [Sc]). ') 4, This value correlates with the first vertical ionization potential obtained from He(1)a PE spectra [8]. MNDO calculation of the parent compound of 2: HOMO coefficients: C(2) = 0.370; C(3) = 0.473; C(1') = -0.227; C(2) = -0.387; net atomic charges of the 2-aminobutadiene moiety. N(I) = -0.2403; C(2) +0.