Silver-catalyzed oxidative alkylation/alkynylation of 1,4-enynyl-3-ols with alkylbromides through radical 1,2-alkynyl migration.

In this study, we have described a novel reaction between 1,4-enynyl-3-ols and alkyl bromides. The reaction was carried out in the presence of Ag 2 O, following a free radical 1,2-alkynyl migration pathway, which was confirmed through control experiments. This methodology offers several advantages, including high efficiency and a wide range of applicable substrates. A novel alkynylation/alkylation reaction between 1,4-enynyl-3-ols and alkyl bromides was herein described. The Ag 2 O-mediated transformation proceeded in a free radical 1,2-alkynyl migration pathway, which was verified by the control reactions. The methodology enjoyed priorities such as high efficiency and broad substrate scope. [Display omitted] • Alkynylation/alkylation reaction between 1,4-enynyl-3-ols and alkyl bromides. • A Ag 2 O-catalytic reaction. • A free radical 1,2-alkynyl migration reaction. [ABSTRACT FROM AUTHOR]