The synthesis of 1,4-ethano-1,2,3,4-tetrahydroisoquinolines as rigid analogues of adrenergic agents |
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Authors: | Frank W Muellner Ludwig Bauer |
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Abstract: | The Diels-Alder addition of benzyne and 4,5-dimethoxybenzyne to 1-(2-trans-phenylvinyl)-2-pyridone and 1-benzyl-3-benzyloxy-2-pyridones provided members of the 1,4-etheno-3-oxo-1,2,3,4-tetrahydroisoquinoline system. Catalytic reduction of these adducts yielded the corresponding tricyclic lactams. Lithium aluminum hydride reduction of these lactams produced a number of 1,4-ethano-1,2,3,4-tetrahydroisoquinolines. |
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