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Efficient one pot synthesis of N-alkyl and N-aryl imides
Efficient one pot synthesis of N-alkyl and N-aryl imides

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... • Thus two sites for nucleophilic attack • Called 1,2 and 1,4 (or conjugate addition) • 1,2 addition is kinetic • Conjugate addition is thermodynamic • Cuprates also do conjugate addition ...
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... ii).Acetal: Gem-dialkoxy compounds formed when an aldehyde reacts with two equivalents of a monohydric alcohol in the presence of dry HCl gas are known as acetals. In acetal, two alkoxy groups are present on the terminal C-atom. E.g.: ...
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Wolff–Kishner reduction



The Wolff–Kishner reduction is a reaction used in organic chemistry to convert carbonyl functionalities into methylene groups. In the context of complex molecule synthesis, it is most frequently employed to remove a carbonyl group after it has served its synthetic purpose of activating an intermediate in a preceding step. As such, there is no obvious retron for this reaction. Originally reported by Nikolai Kischner in 1911 and Ludwig Wolff in 1912, it has been applied to the total synthesis of scopadulcic acid B, aspidospermidine and dysidiolide.In general, the reaction mechanism first involves the in situ generation of a hydrazone by condensation of hydrazine with the ketone or aldehyde substrate. Sometimes it is however advantageous to use a pre-formed hydrazone as substrate (see modifications). The hydrazone is deprotonated by alkoxide base followed by a concerted, rate-determining step in which a diimide anion is formed. Collapse of this alkyldiimde with loss of N2 leads to formation of an alkylanion which can be protonated by solvent to give the desired product.Because the Wolff–Kishner reduction requires highly basic conditions, it is unsuitable for base-sensitive substrates. However, this method can be superior over the related Clemmensen reduction for acid-sensitive compounds such as pyrroles and for high-molecular weight compounds.
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