Unusual mechanisms in Claisen rearrangements: an ionic fragmentation leading to a meta-selective rearrangement was written by Maryasin, Boris;Kaldre, Dainis;Galaverna, Renan;Klose, Immo;Ruider, Stefan;Drescher, Martina;Kaehlig, Hanspeter;Gonzalez, Leticia;Eberlin, Marcos N.;Jurberg, Igor D.;Maulide, Nuno. And the article was included in Chemical Science in 2018.Reference of 888329-88-2 This article mentions the following:
A mechanistic investigation of the acid-catalyzed redox-neutral oxoarylation reaction of ynamides using electrospray ionization mass-spectrometry (ESI-MS) and quantum chem. calculations (DFT and MP2) is presented. This study reveals the diversity of pathways and products available from an otherwise deceptively simple-looking, classical transformation: fragmentation, an unusual meta-arylation and competing α-carbonyl cation pathways are some of the alternatives unveiled by ESI-MS and mechanistic experiments Detailed calculations explain the observed trends and rationalize the results. In the experiment, the researchers used many compounds, for example, 3-(Phenylethynyl)oxazolidin-2-one (cas: 888329-88-2Reference of 888329-88-2).
3-(Phenylethynyl)oxazolidin-2-one (cas: 888329-88-2) belongs to oxazolidine derivatives. Oxazolidine-based compounds have started to attract attention also in the medicinal and materials chemistry fields. Oxazolidines are well known as key portions of bioactive molecules or precursors of chiral molecules, as well as established chiral auxiliaries.Reference of 888329-88-2
Referemce:
Oxazolidine – Wikipedia,
Oxazolidine | C3H7NO – PubChem