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Phenylation of the 5,11-diazaditwistane nucleus |
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| Authors: | Matthew A Kozlowski Jan Ten Broeke Eklward J J Grabowski |
| Abstract: | A simple phenylation of the 5,11-diazatetracyclo6.2.2.02,7 04,9]dodecane system (5,11-diazaditwistane) is described. Phenylative decarboxylation of 5,11-biscarbethoxy-5,11-diazatetracyclo6.2.2.02,7 .04,9]dodecane-2,9-dicarboxylic acid ( 3 ) with lead tetraacetate in benzene affords the 2,9-diphenyl analogue ( 4 ). Hydrolysis yields 2,9-diphenyl-5,11-diazatetracyclo-6.2.2.02,7.04,9]dodecane ( 5 ), whereas lithium aluminum hydride affords the 5,11-dimethyl analogue ( 6 ). |
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