Journal article
Limitations of the two-phase doebner-miller reaction for the synthesis of quinolines
Synthesis, Vol.21, pp.3645-3648
2010
Abstract
The Doebner-Miller synthesis of quinolines under modified biphasic conditions was investigated. Crotonaldehyde, reacted readily with aniline to produce 2-methylquinoline. However, cinnamaldehyde and other γ-substituted α,β-unsaturated aldehydes yielded complex mixtures with substituted anilines to provide only trace quantities of quinolines. The Doebner-Miller reaction under these conditions is only suitable for sterically accessible α,β-unsaturated aldehydes. © 2010 Georg Thieme Verlag Stuttgart New York.
Details
- Title
- Limitations of the two-phase doebner-miller reaction for the synthesis of quinolines
- Authors
- K A Reynolds (Author) - Griffith UniversityDavid James Young (Author) - Griffith UniversityW A Loughlin (Author) - Griffith University
- Publication details
- Synthesis, Vol.21, pp.3645-3648
- Publisher
- Georg Thieme Verlag
- Date published
- 2010
- DOI
- 10.1055/s-0030-1258258
- ISSN
- 0039-7881; 0039-7881
- Organisation Unit
- University of the Sunshine Coast, Queensland
- Language
- English
- Record Identifier
- 99449186602621
- Output Type
- Journal article
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- Chemistry, Organic
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