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13C NMR and mass spectometry.
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11
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0141660726
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note
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Standard synthetic methods were used to prepare the starting diazonium fluoroborates utilizing the following scheme:
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12
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0141660731
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note
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Typical experimental procedure for Pschorr cyclization is as follows: To a solution of 310 mg of diazonium fluoborate 1a in 100 mL of 1 N sulfuric acid was added 1 g of Celite and the mixture was purged with nitrogen. Powdered cuprous oxide was then added and the mixture was stirred for several hours. After methylene chloride was added, the mixture was filtered, the layers were separated, the organic layer was dried, concentrated, and analyzed by liquid chromatography, and NMR Pure substrates were isolated by preparative TLC, utilizing silica gel plates.
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13
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0141437766
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note
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2, MeOH mixture.
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14
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0141772653
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note
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2.
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18
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