Abstract
The use of cerium(IV) ammonium nitrate as a catalyst of the Friedländer reaction allows the synthesis of polysubstituted quinoline derivatives in excellent yields, avoiding the traditional harshly basic or acidic conditions. Unlike most other previously known reagents, CAN allows double condensations and is also an excellent catalyst for the Borsche variation of the Friedländer reaction, which has been applied to the very efficient synthesis of the antitumor alkaloid luotonin A.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Alkaloids / chemical synthesis*
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Alkaloids / chemistry
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Antineoplastic Agents / chemical synthesis*
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Antineoplastic Agents / chemistry
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Catalysis
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Cerium / chemistry*
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Molecular Structure
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Nitrates / chemistry*
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Pyrroles / chemical synthesis*
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Pyrroles / chemistry
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Quinones / chemical synthesis*
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Quinones / chemistry
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Stereoisomerism
Substances
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Alkaloids
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Antineoplastic Agents
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Nitrates
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Pyrroles
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Quinones
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cerium(IV) ammonium nitrate
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luotonin A
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Cerium