Catalyst-free N-methylation of amines using CO2

Recently, utilizing CO2 as amethylation reagent to construct functional chemicals has attracted significant attention. However, the conversion of CO2 is still a challenge due to its inherent inertness. In this study, we have developed a catalyst-free N-methylation of amines to prepare numerous methy...

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Bibliographic Details
Published inChemical communications (Cambridge, England) Vol. 53; no. 6; pp. 1148 - 1151
Main Authors Niu, Huiying, Lu, Lijun, Shi, Renyi, Chiang, Chien-Wei, Lei, Aiwen
Format Journal Article
LanguageEnglish
Published CAMBRIDGE Royal Soc Chemistry 2017
Subjects
Aliphatic compounds
Amines
Carbon dioxide
Catalysts
Chemistry
Chemistry, Multidisciplinary
Compatibility
Conversion
Methylation
Physical Sciences
Reagents
Science & Technology
TRANSFORMATION
METHANOL
HETEROCYCLIC CARBENE
HYDROGENATION
CONVERSION
HYDROSILANES
HYDROSILYLATION
METHYLAMINES
BUILDING-BLOCK
CARBON-DIOXIDE
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Summary:Recently, utilizing CO2 as amethylation reagent to construct functional chemicals has attracted significant attention. However, the conversion of CO2 is still a challenge due to its inherent inertness. In this study, we have developed a catalyst-free N-methylation of amines to prepare numerous methylamines using CO2 as a methyl source. By utilizing 2 eq. PhSiH3 as the reductant, amines could undergo N-methylation under 1 atm of CO2 in DMF at 90 degrees C. Aliphatic and aromatic amines were compatible, generating the desired products in up to 95% yield.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
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ISSN:1359-7345
1364-548X
DOI:10.1039/c6cc09072a