Cargando…

Direct Minisci-Type C–H Amidation of Purine Bases

[Image: see text] A method for the C–H carboxyamidation of purines has been developed that is capable of directly installing primary, secondary, and tertiary amides. Previous Minisci-type investigations on purines were limited to alkylations and arylations. Herein, we present the first method for th...

Descripción completa

Detalles Bibliográficos
Autores principales: Mooney, David T., Moore, Peter R., Lee, Ai-Lan
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2022
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9641672/
https://www.ncbi.nlm.nih.gov/pubmed/36285836
http://dx.doi.org/10.1021/acs.orglett.2c03206
Descripción
Sumario:[Image: see text] A method for the C–H carboxyamidation of purines has been developed that is capable of directly installing primary, secondary, and tertiary amides. Previous Minisci-type investigations on purines were limited to alkylations and arylations. Herein, we present the first method for the direct C–H amidation of a wide range of purines: xanthine, guanine, and adenine structures, including guanosine- and adenosine-type nucleosides. The Minisci-type reaction is also metal-free, cheap, operationally simple, scalable, and applicable to late-stage functionalizations of biologically important molecules.