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Azomethine, carbonyl and thiocarbonyl ylides
2002Abstract Simple addition of a carbene or carbenoid to a C-N double bond would be expected to result in the formation of an azomethine ylide. This is consistent with electrophilic attack of the carbene at the nitrogen atom lone pair. Formation of ylides in this manner was reviewed by Padwa and Hornbuckle in 1991.
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1,3-Dipolar Cycloaddition Reactions of Porphyrins with Azomethine Ylides
The Journal of Organic Chemistry, 2005[reaction: see text] The behavior of porphyrins as dipolarophiles in 1,3-dipolar cycloadditions with azomethine ylides was studied. Depending on the nature of the substituent groups on the porphyrin macrocycles, the reaction can give monoadducts (chlorins) or bisadducts (isobacteriochlorins and bacteriochlorins). When a large excess of azomethine ylide
Ana M G, Silva +4 more
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The continuous-flow cycloaddition of azomethine ylides to carbon nanotubes
Chemical Communications, 2011This communication demonstrates a straightforward continuous-flow method for efficient exohedral functionalisation of carbon nanotubes which affords soluble samples in a much shorter time over conventional batch processing.
SALICE P +5 more
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Organic Letters, 2016
Nonstabilized azomethine ylides are easily trapped by anthraquinone to form stable spiro-oxazolidines, which have an unusual ability to undergo a cycloreversion in the presence of other dipolarophiles at 120-150 °C. All tested recycloadditions with carbonyl compounds and electron-poor alkenes occurred in moderate to high yields (41-92%).
Evgeny M, Buev +2 more
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Nonstabilized azomethine ylides are easily trapped by anthraquinone to form stable spiro-oxazolidines, which have an unusual ability to undergo a cycloreversion in the presence of other dipolarophiles at 120-150 °C. All tested recycloadditions with carbonyl compounds and electron-poor alkenes occurred in moderate to high yields (41-92%).
Evgeny M, Buev +2 more
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Enal-azomethine ylides: application in the synthesis of functionalized pyrroles
Organic & Biomolecular ChemistryNovel enal-azomethine ylides derived from diazoenals and N -alkyl imines gave N -alkyl-3-formyl pyrroles. The new methodology was used in the short synthesis of biologically relevant pyrrolo[3,2- c ]quinoline and ...
Pratap Kumar Mandal +2 more
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The Chemistry of an Isolable Azomethine Ylide
HETEROCYCLES, 1984Rolf Huisgen, Karl Niklas
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