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The synthesis of the 1,2,4-triazole has a wide range of biological functions. [ citation needed ] 1,2,4-triazoles have antibacterial , antifungal, antidepressant and hypoglycemic properties. 3-benzylsulfanyl derivates of the triazole also show slight to moderate antimycobacterial activity, but are considered moderately toxic.
An applied example is a synthesis of sunitinib begins by mixing 5-fluoroisatin slowly into hydrazine hydrate. [9] After 4 hours at 110 °C, the indole ring structure has been broken into (2-amino-5-fluoro-phenyl)-acetic acid hydrazide with reduction of the ketone at the 3-position.
Through a variety of mechanisms, the removal of a hydride equivalent converts a primary or secondary alcohol to an aldehyde or ketone, respectively. The oxidation of primary alcohols to carboxylic acids normally proceeds via the corresponding aldehyde, which is transformed via an aldehyde hydrate (gem-diol, R-CH(OH) 2) by reaction with water ...
Addition of water (c) results in 2-bornene (4) and addition of an alkyl bromide (d) gives 5 Importantly, the Shapiro reaction cannot be used to synthesize 1-lithioalkenes (and the resulting functionalized derivatives), as sulfonylhydrazones derived from aldehydes undergo exclusive addition of the organolithium base to the carbon of the C–N ...
Hydroboration–oxidation reaction is a two-step hydration reaction that converts an alkene into an alcohol. [1] The process results in the syn addition of a hydrogen and a hydroxyl group where the double bond had been. Hydroboration–oxidation is an anti-Markovnikov reaction, with the hydroxyl group attaching to the less-substituted carbon.
A related hydrazide auxiliary is the chiral acryloylhydrazide, which reacts diastereoselectively with aldehydes. [22] Both diastereomers could be obtained with different choice of solvents (DMSO vs. mixed THF and H 2 O), suggesting that the transition structure conformation is solvent-influenced.
The Wharton olefin synthesis or the Wharton reaction is a chemical reaction that involves the reduction of α,β-epoxy ketones using hydrazine to give allylic alcohols. [1] [2] [3] This reaction, introduced in 1961 by P. S. Wharton, is an extension of the Wolff–Kishner reduction.
The addition of the two molecules typically proceeds in a step-wise fashion to the addition product, usually in equilibrium, and with loss of a water molecule (hence the name condensation). [3] The reaction may otherwise involve the functional groups of the molecule, and is a versatile class of reactions that can occur in acidic or basic ...