SYNTHESIS OF[POLY(2-PYRIDYL)-SUBSTITUTED]-1-AZAAZULENES

摘要

2-(2-Pyridyl)-1-azaazulenes were derived from 2-bromo-or 2-iodo-1-azaazulenes and 3-(2-pyridyl)-1-azaazulenes were derived from 3-iodo-1-azaazulenes by Suzuki coupling.Reaction of 3-iodo-1-azaazulenes with B(NPDEA)gave corresponding 3-(2-pyridyl)-1-azaazulenes together with 3-borylated-2-chloor-1-azaazulene(9a)or 3,3'-bi(2-methoxy-1-azaazulene)(10b).Reactions of 8-(2-pyridyl)-1-azaazulene with 2-pyridyllithium gave 4,8-di(2-pyridyl)-and 6,8-di(2-pyridyl)-1-azaazulenes.Reactions of 4,8-di(2-pyridyl)-1-azaazulene with 2-pyridyllithium gave 4,6,8-tri(2-pyridyl)-1-azaazulene.The reactivity of the seven-menbered ring is C8 > C6 > C4.Reaction of 3-(2-pyridyl)-1-azaazulenes with 2-pyridyllithium gave 3,4-di(2-pyridyl)-and 3,8-di(2-pyridyl)-1-azaazulenes.