| Abstract
| - 7,7‘-Bis(((dimethylamino)carbonyl)oxy)-8,8‘-biquinolyl (5) wasprepared in 71% yield by regioselective directed orthometalation (DoM) of N,N-dimethyl O-quinol-7-yl carbamate(2) with LDA followed by oxidation with anhydrous ferricchloride. DoM of 5 with excess LDA induced double anionicortho-Fries rearrangement and gave 6,6‘-bis((dimethylamino)carbonyl)-7,7‘-dihydroxy-8,8‘-biquinolyl (8). Treatment ofN,N-diethyl O-(8-iodoquinol-7-yl) carbamate (16) with LDAin THF solvent at −78 °C, followed by addition of anhydrousferric chloride, resulted in an efficient tandem halogen-dancedimerization process which afforded 7,7‘-bis(((diethylamino)carbonyl)oxy)-6,6‘-diiodo-8,8‘-biquinolyl (17) directly in 54%yield.
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