Chemoselective α-Sulfidation of Amides Using Sulfoxide Reagents
نویسندگان
چکیده
منابع مشابه
Mo(CO)6 catalysed chemoselective hydrosilylation of α,β-unsaturated amides for the formation of allylamines.
Molybdenum hexacarbonyl (Mo(CO)6) was used as an efficient catalyst for the chemoselective reduction of the amide functionality in α,β-unsaturated compounds, under hydrosilylation conditions using 1,1,3,3-tetramethyldisiloxane (TMDS) as the hydride source.
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Depending on the N-heterocyclic carbene catalyst utilized, α-unbranched aldehydes selectively provided amides, esters, or carboxylic acids through oxidation by NCS. The α-unbranched aldehyde underwent these reactions chemoselectively in the presence of an aromatic or α-branched aldehyde.
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This communication describes the chemoselective metal-free reduction of tertiary amides to the corresponding amines. Hantzsch ester is used as a mild reducing agent for the reduction of trifluoromethanesulfonic anhydride activated amides providing the tertiary amines with high functional group tolerance.
متن کاملChemoselective Intermolecular Cross-Enolate-Type Coupling of Amides
A new approach for the synthesis of 1,4-dicarbonyl compounds is reported. Chemoselective activation of amide carbonyl functionality and subsequent umpolung via N-oxide addition generates an electrophilic enolonium species that can be coupled with a wide range of nucleophilic enolates. The method conveys broad functional group tolerance on both components, does not suffer from formation of homoc...
متن کاملEfficient and chemoselective alkylation of amines/amino acids using alcohols as alkylating reagents under mild conditions.
We report a mild and environmentally benign method for the synthesis of tertiary amines using alcohols as the alkylating reagents. Not only secondary amines such as piperazines but also amino acids and amino alcohols can be N-alkylated selectively. For N,O-benzyl protected amino alcohols, both N,O-de-benzylation and N-methylation were achieved in one-pot.
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ژورنال
عنوان ژورنال: Organic Letters
سال: 2020
ISSN: 1523-7060,1523-7052
DOI: 10.1021/acs.orglett.0c03160