Posts by Category: Reactions

Selenium Dioxide

Selenium Dioxide

General Characteristics Selenium dioxide oxidizes allylic C-H bonds, providing an option to synthesize allylic alcohols from alkenes. Even though SeO2 is a toxic reagent, it is used frequently since ...

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C-H Oxidation with NHPI Catalyst

C-H Oxidation with NHPI Catalyst

General Characteristics An organocatalyst N-hydroxyphthalimide (NHPI) forms the strongly oxidizing N-oxyl radical species (PINO) in the presence of appropriate oxidizing agents. This radical is ...

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Collman’s Reagent

Collman’s Reagent

General Characteristics Disodium tetracarbonylferrate is generally referred to as the Collman reagent. It reacts with alkyl halides to give corresponding aldehydes and ketones. General References ...

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Catalytic C-H Oxidation

Catalytic C-H Oxidation

General Characteristics Catalytic C-H oxidation is a type of C-H activation reactions by which one can oxygenate unreactive C-H bonds, which are present ubiquitously in organic compounds. The C-H ...

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Phase-Transfer Catalyst (PTC)

Phase-Transfer Catalyst (PTC)

General Characteristics Reactions such as SN2 substitution involve deprotonation by strong bases and combining the resulting anions with electrophiles. These reactions often necessitate the use of ...

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Petasis-Ferrier Rearrangement

Petasis-Ferrier Rearrangement

General Characteristics The Lewis acid-promoted rearrangement of enol acetals to cyclic ethers, which involves an oxygen-to-carbon transposition, is known as the Petasis-Ferrier rearrangement. This ...

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Ferrier Rearrangement

Ferrier Rearrangement

General Characteristics The introduction of nucleophilic groups to the 1-position of 1,2-glycals by an allylic substitution is called the Ferrier reaction. This reaction is referred to as the “Type ...

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Ramberg-Backlund Rearrangement

Ramberg-Backlund Rearrangement

General Characteristics The basic treatment of α-halogenated sulfones leads to the formation of alkenes with the elimination of sulfur dioxide. This reaction is called the Ramberg-Backlund reaction ...

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Benzidine Rearrangement

Benzidine Rearrangement

General Characteristics Under acidic conditions, 1,2-diphenylhydrazines are known to rearrange into 4,4’-diaminobiphenyls (benzidines). General References Hofmann, A. W. Proc. Roy. Soc. London ...

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Akiyama-Terada Catalyst

Akiyama-Terada Catalyst

General Characteristics The phosphoric acids containing an appropriately substituted BINOL backbone function as chiral Brønsted acid catalysts that can promote a wide range of stereoselective ...

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