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lecture42012nonotes - Electrophilic Aromatic Substitution...

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Unformatted text preview: Electrophilic Aromatic Substitution Electrophilic Aromatic Substitution Electrophilic Aromatic Substitution Electrophilic Aromatic Substitution In organic solvents, monosubstitution is possible Friedel Friedel – Crafts Acylation- Fries Rearrangement Acylation- Friedel Friedel – Crafts Acylation- Fries Rearrangement Acylation- Friedel Friedel – Crafts Alkylation KolbeKolbe-Schmitt Reaction Formylation Formylation of Phenols – Reimer-Teimann Reaction Reimer- Formylation Formylation of Phenols – Reimer-Teimann Reaction Reimer- Formylation Formylation of Phenols – Reimer-Teimann Reaction Reimer- Formylation Formylation of Phenols – Reimer-Teimann Reaction Reimer- Formylation Formylation of Phenols – Reimer-Teimann Reaction Reimer- Claisen Claisen Rearrangement Claisen Claisen Rearrangement Claisen Claisen Rearrangement Claisen Claisen Rearrangement Claisen Claisen Rearrangement Real pheromone pheromone Thought Thought to be sex pheromone of marine brown algae Mitsunobu Mitsunobu Reaction Oxidation Oxidation of Phenols - Quinones Coenzyme Coenzyme Q - ubiquinone Doxorubicin Vitamin K HETEROCYCLES HETEROCYCLES Molecules in which one or more rings contain at least one other atom than carbon. Common heteroatoms are O, N, S, P, etc. heteroatoms are etc O Piperidine Pyrrolidine H N Tetrahydrofuran O O O Piperazine Morpholine 1,41,4-Dioxane Nicotine Nicotine Coniine (Socrates) Cocaine O O Sex pheromone of the Grey Duiker antelope Saturated Saturated Heterocycles As nucleophiles: Acylation Alkylation Alkylation ...
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