Copper-Catalyzed Borylative Ring Closing C-C Coupling toward Spiro- and Dispiroheterocycles

Jordi Royes, Shaofei Ni, Albert Farré, Enrico La Cascia, Jorge J. Carbó, Ana B. Cuenca, Feliu Maseras, Elena Fernández

Producció científica: Article en revista indexadaArticleAvaluat per experts

34 Cites (Scopus)

Resum

The synthesis of spiroheterocyclic structures with a pendant methylene boronate substituent has been accomplished to promote further functionalization. A Cu-catalyzed borylative ring closing C-C coupling of an alkenyl halide is the key step toward the synthesis of [m.n]-spirocycles (m,n = 3-5). Computational studies on the mechanism reproduced all the experimental trends and explain the enhanced reactivity of systems leading to strained smaller rings. The optimized protocol also gives access to dispirocycle scaffolds, fully characterized by X-ray diffraction.

Idioma originalAnglès
Pàgines (de-a)2833-2838
Nombre de pàgines6
RevistaACS Catalysis
Volum8
Número4
DOIs
Estat de la publicacióPublicada - 6 d’abr. 2018

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