9-亚胺二苯并型环状碘鎓盐的合成

Synthesis of 9-Imine-Dibenzocycloiodonium Salts

二苯并型环状碘鎓盐（结构通式如1）是一类人工合成的化合物,近30年的研究表明,某些二苯并型环状碘鎓盐具有抑菌、降血压,抗辐射及抗心律失常等生理活性,但迄今所合成的这类化合物主要是9-位为氧、硫、碳（1,Y=CH2、CHR”等）的碘六环盐及碘五环盐（1,Y为σ键）,而9-位为氮的碘六环盐见于报道的仅有两种(1,

2-Iodo-4,4'-dinitrodiphenyl amine 3 and 2,2'-diiodo-4,4'- dinitrodiphenyl amine 6 were prepared by direct iodination with SbCl5/I2., from 4,4'-dinitrodiphenyl amine. Cyclization of 3 and 6 with K2S2O8/H2SO4 results in 4 and 7, respectively. 4 was reduced and acetylated to give 5. Reduction of 7 obtained 8. 8 was convened into 9,10,11, respectively, by diazotization and halogenation. compounds 4,5 and 7-11 are new 9-imine-dibenzocycloiodonium salts. Their structures were confirmed by IR, NMR and MS.