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- Title
An efficient one-pot synthesis of highly substituted [1,8]naphthyridin-1-phenyl-1-ethanone derivatives via a four-component reaction.
- Authors
Alizadeh, Abdolali; Roosta, Atefeh; Halvagar, Mohammad
- Abstract
An operationally simple one-pot protocol for the synthesis of highly substituted [1,8]naphthyridin-1-phenyl-1-ethanones dealing with 2-chloroquinoline-3-carbaldehyde and 1-phenyl-2-(1,1,1-triphenyl- λ -phosphanylidene)ethan-1-one, 1,1-bis(methylthio)-2-nitroethylene or ketene N, S-acetals, and aromatic/aliphatic amine or diamines under mild and catalyst-free conditions in excellent yields is described. The structures of products were corroborated spectroscopically (IR, H- and C-NMR, and EI-MS) and by X-ray analysis. Graphical Abstract: An efficient, useful and general procedure for the synthesis of [1,8]naphthyridin-1-phenyl-1-ethanones via a one-pot four-component reaction of 2-chloroquinoline-3-carbaldehyde and 1-phenyl-2-(1,1,1-triphenyl- λ -phosphanylidene)ethan-1-one, 1,1-bis(methylthio)-2-nitroethylene or ketene N, S-acetals, and aromatic/aliphatic amine or diamines under mild and catalyst-free conditions in excellent yields is described. The major advantages of this protocol are high yields, mild and catalyst-free conditions, short reaction times, and application of green solvent.
- Subjects
NITROETHYLENE; ACETAL resins; ALIPHATIC amines; DIAMINES; CHEMICAL synthesis
- Publication
Journal of the Iranian Chemical Society, 2017, Vol 14, Issue 10, p2157
- ISSN
1735-207X
- Publication type
Article
- DOI
10.1007/s13738-017-1152-7