
TY  - JOUR
A1  - Warrener, Ronald N. 
A1  - Butler, Douglas N. 
A1  - Margetic, Davor 
T1  - Preparation of the First Isobenzofuran Containing Two Ring Nitrogens: A New Diels&#8211;Alder Diene for the Synthesis of Molecular Scaffolds Containing One or More End-Fused 3,6-Di(2-pyridyl)pyridazine Ligands
JF  - Australian Journal of Chemistry
JO  - Aust. J. Chem.
Y1  - 2003
VL  - 56
IS  - 8
SP  - 811
EP  - 817
KW  - 
UR  - https://doi.org/10.1071/CH03045 
N2  - Preparation of a stable, crystalline isobenzofuran containing two ring-nitrogen atoms, 4,7-di(2-pyridyl)-5,6-diazaisobenzofuran (diaza-IBF) (12), is reported here for the first time. Diaza-IBF was prepared using the s-tetrazine-induced fragmentation of 1,4-di(2-pyridyl)-5,8-epoxy-5,8-dihydrophthalazine (9), for which a synthesis is provided. Diaza-IBF was also prepared by flash vacuum pyrolysis (FVP) of the isomeric N-methyl-1,4-di(2-pyridyl)-5,8-epoxy-5,6,7,8-tetrahydrophthalazine-6,7-dicarboximides (18) and (19), formed in three steps from furan, N-methyl maleimide, and 3,6-di(2-pyridyl)-s-tetrazine. Diaza-IBF was employed in cycloaddition protocols with alkenes to form scaffold mono- or bis-3,6-di-(2-pyridyl)-pyridazine ligands having novel molecular architectures. 
ER  -

