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Synthesis of P-Stereogenic Benzoazaphosphole 1-Oxides via Alkynylation of P-Stereogenic ortho-Aurated and ortho-Iodo Phosphinic Amides

[Image: see text] An efficient methodology for the synthesis of P-stereogenic dihydrobenzoazaphosphole 1-oxides via intramolecular 5-exo-dig alkyne hydroamination promoted by tetrabutylammonium fluoride is herein described. The required chiral o-alkynylphosphinic amide starting materials were prepar...

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Detalles Bibliográficos
Autores principales: Soengas, Raquel, Belmonte Sánchez, Eva, Iglesias, María José, López Ortiz, Fernando
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2018
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6641963/
https://www.ncbi.nlm.nih.gov/pubmed/31458727
http://dx.doi.org/10.1021/acsomega.8b00491
Descripción
Sumario:[Image: see text] An efficient methodology for the synthesis of P-stereogenic dihydrobenzoazaphosphole 1-oxides via intramolecular 5-exo-dig alkyne hydroamination promoted by tetrabutylammonium fluoride is herein described. The required chiral o-alkynylphosphinic amide starting materials were prepared in high yields under very mild reaction conditions through alkynylation of P-stereogenic (O^C)-cyclometalated (phosphinic amide)dichlorogold(III) complexes and Sonogashira cross-coupling of ortho-iodo P-stereogenic phosphinic amide.