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Anionic sigmatropic-electrocyclic-Chugaev cascades: accessing 12-aryl-5-(methylthiocarbonylthio)tetracenes and a related anthra[2,3-b]thiophene

1,4-Diols resulting from the double addition of ArCCLi (Ar = Ph, substituted phenyl, 2-thienyl) to ortho-C(6)H(4)(CHO)(2) undergo cascades to tetracenes on simple admixture of LiHDMS, CS(2) and MeI. Acene formation proceeds by [3,3]-sigmatropic rearrangement of xanthate anions followed by 6π electro...

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Detalles Bibliográficos
Autores principales: Burroughs, Laurence, Ritchie, John, Ngwenya, Mkhethwa, Khan, Dilfaraz, Lewis, William, Woodward, Simon
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2015
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4362017/
https://www.ncbi.nlm.nih.gov/pubmed/25815080
http://dx.doi.org/10.3762/bjoc.11.31