Home Chemistry Heterocyclic Building Blocks Azetidines 1-(Phenylsulfonyl)Azetidine
Hydrolysis: The phenylsulfonyl group may undergo hydrolysis when exposed to water or acidic conditions, resulting in the formation of phenylsulfonic acid and the corresponding azetidine compound.
Nucleophilic Substitution: The azetidine ring can undergo nucleophilic substitution reactions with various nucleophiles, depending on the reaction conditions. For example, it can react with primary amines to form substituted azetidines.
Reductive Cleavage: The phenylsulfonyl group can be cleaved under reductive conditions using a reducing agent like lithium aluminum hydride (LiAlH4) to produce an amine and a sulfide compound.
Oxidation: The sulfone group may undergo oxidation under certain conditions, leading to the formation of a sulfoxide or sulfone compound.
Ring Opening Reactions: Depending on the reaction conditions and reagents, the azetidine ring can undergo ring-opening reactions to form open-chain compounds.
Cross-Coupling Reactions: The phenylsulfonyl group can be used as a handle for various cross-coupling reactions, such as Suzuki-Miyaura or Heck reactions, to introduce different functional groups onto the phenylsulfonylazetidine molecule.
Reduction of the Sulfone Group: The sulfone group can be reduced to a sulfide under specific conditions using reducing agents like sodium borohydride (NaBH4).
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(3-(Bromomethyl)-1-tosylazetidin-3-yl)methanol
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(4-(Azetidin-1-ylsulfonyl)phenyl)boronic acid
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1-((4-Fluorophenyl)sulfonyl)azetidine-3-carboxylic acid
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(S)-1-Tosylazetidine-2-carboxylic acid
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