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Palladium-Catalysed Direct Arylation of Sydnones Palladium-Catalysed Direct Arylation of Sydnones
| Content Provider | Semantic Scholar |
|---|---|
| Author | Moran, Wesley J. |
| Copyright Year | 2009 |
| Abstract | Sydnones are five-membered heterocycles that are part of an intriguing family of molecules termed mesoionic.1 Sydnones have been investigated for their potential uses as therapeutic agents,2 as liquid crystals,3 and as electrolytic solvents.4 In synthesis, the principle reactions of sydnones are metallation, electrophilic aromatic substitutions, and 1,3-dipolar cycloadditions;5,6 however, little new reactivity has been revealed over the last few decades.7 It is known that butyllithium will deprotonate sydnones at the 4-position and that the resulting lithiosydnone species are unstable, but react with various electrophiles at low temperature.8 Unstable 4-lithio-3-phenylsydnone has been shown to react with copper(I) bromide to generate a stable copper reagent and undergo palladiumcatalysed cross-coupling reactions with three different aryl iodides and b-bromostyrene in excellent yields.9 |
| File Format | PDF HTM / HTML |
| Alternate Webpage(s) | http://www.xiuzhengrd.com/ejournals/pdf/synthesis/doi/10.1055/s-0028-1083344.pdf |
| Language | English |
| Access Restriction | Open |
| Content Type | Text |
| Resource Type | Article |