Visible-light-mediated de-aminative alkylation of N-arylamines with alkyl Katritzky salts

A visible-light-mediated de-aminative alkylation of N-arylamines has been developed, providing direct access to alpha-amino C-H functionalization from readily available Katritzky salts under mild conditions. In some cases, this operationally simple protocol can be performed in the absence of a photo...

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Published inORGANIC CHEMISTRY FRONTIERS Vol. 6; no. 23; pp. 3902 - 3905
Main Authors Xu, Yuliang, Xu, Ze-Jun, Liu, Zhao-Peng, Lou, Hongxiang
Format Journal Article
LanguageEnglish
Published CAMBRIDGE Royal Soc Chemistry 07.12.2019
Royal Society of Chemistry
Subjects
Alkylation
Amines
Chemistry
Chemistry, Organic
Functional groups
Natural products
NMR
Nuclear magnetic resonance
Organic chemistry
Organic compounds
Peptides
Physical Sciences
Salts
Science & Technology
Substrates
SP C-H
ACTIVATION
CROSS-COUPLINGS
TETRAHYDROISOQUINOLINES
DEHYDROGENATIVE-COUPLING REACTION
PHOTOCATALYSIS
BOND FUNCTIONALIZATION
INDOLATION
EFFICIENT
BENZYLIC AMINES
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Summary:A visible-light-mediated de-aminative alkylation of N-arylamines has been developed, providing direct access to alpha-amino C-H functionalization from readily available Katritzky salts under mild conditions. In some cases, this operationally simple protocol can be performed in the absence of a photocatalyst. A wide range of substrates and functional groups are tolerated. The utility of this approach is highlighted by its application to the late-state modification of drug molecules, natural products and peptides.
Bibliography:ObjectType-Article-1
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ISSN:2052-4129
2052-4110
2052-4110
DOI:10.1039/c9qo01175g