Direct Coupling of Naphthalene and Sulfonimides Promoted by DDQ and Blue Light

Aromatic C–H amination chemistry has attracted significant attention as an alternative to conventional amination of aryl halides. Among C–H amination reactions, dehydrogenative coupling of arenes and N–H reagents represents an ideal transformation because prefunctionalization steps of arenes or amin...

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Bibliographic Details
Published in:Chemistry letters 2017-07, Vol.46 (7), p.1014-1016
Main Authors: Sakakibara, Yota, Ito, Eri, Kawakami, Takahiro, Yamada, Shuya, Murakami, Kei, Itami, Kenichiro
Format: Article
Language:English
Subjects:
Aromatic compounds
Coupling
Dehydrogenation
Halides
Naphthalene
Organic chemistry
Quinones
Reagents
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Summary:Aromatic C–H amination chemistry has attracted significant attention as an alternative to conventional amination of aryl halides. Among C–H amination reactions, dehydrogenative coupling of arenes and N–H reagents represents an ideal transformation because prefunctionalization steps of arenes or aminating reagents are not required. Herein, we report direct C–H/N–H coupling between naphthalene and sulfonimides mediated by 2,3-dichloro-5,6-dicyano-p-benzoquinone (DDQ) as a photosensitizer under irradiation of blue light.
ISSN:0366-7022
1348-0715
DOI:10.1246/cl.170321