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Iron(II) and Copper(I) Control the Total Regioselectivity in the Hydrobromination of Alkenes.

ABSTRACT: A new method that allows the complete control of the regioselectivity of the hydrobromination reaction of alkenes is described. Herein, we report a radical procedure with TMSBr and oxygen as common reagents, where the formation of the anti-Markovnikov product occurs in the presence of parts per million amounts of the Cu(I) species and the formation of the Markovnikov product occurs in the presence of 30 mol % iron(II) bromide. Density functional theory calculations combined with Fukui's radical susceptibilities support the obtained results.

SUBMITTER: Cruz DA

PROVIDER: S-EPMC8397429 | biostudies-literature |

REPOSITORIES: biostudies-literature

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