Synthetic exploration of electrophilic xanthylation via powerful N-xanthylphthalimides† † Electronic supplementary information (ESI) available. CCDC 2250745. For ESI and crystallographic data in CIF or other electronic format see DOI: https://doi.org/10.1039/d3sc03194b

ABSTRACT: Organic xanthates are broadly applied as synthetic intermediates and bioactive molecules in synthetic chemistry. Electrophilic xanthylation represents a promising approach but has rarely been explored mainly due to the lack of powerful electrophilic reagents. Herein, synthetic exploration of electrophilic xanthylation via powerful N-xanthylphthalimides was investigated. This strategy might provide a new avenue to less-concerned but meaningful electrophilic xanthylation in organic synthesis. With the help of these powerful reagents, electrophilic xanthylation of a wide range of substrates including aryl/alkenyl boronic acids, β-keto esters, 2-oxindole, and alkyl amines, as well as previously inaccessible phenols (first report) was achieved under mild reaction conditions. Notably, this simpl

SUBMITTER: Wang S 

PROVIDER: S-EPMC10466340 | biostudies-literature | 2023 Aug

REPOSITORIES: biostudies-literature