Synthesis of 1,2,3-triazoles using Grignard reactions through the protection of azides

An efficient method to prepare organomagnesium intermediates having a protected azido group is reported. Protection of azido groups with di-(tert-butyl)(4-(dimethylamino)phenylphosphine (amphos) and following iodine–magnesium exchange realized the preparation of organomagnesium intermediates, which...

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Detalles Bibliográficos
Autores principales: Namioka, Rina, Suzuki, Minori, Yoshida, Suguru
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Frontiers Media S.A. 2023
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10424848/
https://www.ncbi.nlm.nih.gov/pubmed/37583567
http://dx.doi.org/10.3389/fchem.2023.1237878
Descripción
Sumario:An efficient method to prepare organomagnesium intermediates having a protected azido group is reported. Protection of azido groups with di-(tert-butyl)(4-(dimethylamino)phenylphosphine (amphos) and following iodine–magnesium exchange realized the preparation of organomagnesium intermediates, which served in the synthesis of diverse azides by transformation with various electrophiles followed by deprotection with elemental sulfur. Furthermore, click reactions of azides with alkynes enabled synthesizing a wide variety of 1,2,3-triazoles.

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