Syntheses of the opioid substructures 1,2,3,4,5,6-hexahydro-2,6-methano-3-benzazocine and 2,3,4,5-tetrahydro-1,5-methano-1H-2-benzazepine |
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Authors: | Jotham W. Coe Paige R. BrooksMichael G. Vetelino Crystal G. BashoreKrista Bianco Andrew C. Flick |
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Affiliation: | Pfizer Global Research & Development, Neurosciences Chemistry, Eastern Point Rd., Groton, CT 06340, USA |
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Abstract: | Concise syntheses of 1,2,3,4,5,6-hexahydro-2,6-methano-3-benzazocine (12) and 2,3,4,5-tetrahydro-1,5-methano-1H-2-benzazepine (18) are described and involve an intramolecular Friedel-Crafts alkylation and an intramolecular Heck cyclization as their respective key ring-forming steps. |
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