The macrocyclic Schiff bases 20-25 were prepared by cyclocondensation of th
e bis aldehydes 12-15 with the appropriate diaminoalkanes 17-19. Reduction
of the latter with NaBH4 afforded the corresponding azacrown ethers 27-30.
Heating of the aldehydes 12-16 in refluxing acetic acid afforded the corres
ponding 2,3-bis(benzofuranyl)quinoxalines 33-37. Nucleophilic reaction of t
he his phenols 45-48, 54, 56, 57 with the appropriate dihalo compounds 1, 3
8 afforded the corresponding macrocyclic diamides 49-52 and 1,omega-bis-[qu
inoxalino(2,3-b)benzoxazepino-13-on-yl]alkanes 60, 61, respectively. (C) 20
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