Categories: C-S Bond Formation >
Synthesis of thioesters
A facile decarboxylative thioesterification of alkyl acid derived redox-active esters by merging photoredox catalysis and copper catalysis is applicable to a wide range of carboxylic acids. Moreover, product utilization is demonstrated with a direct transformation of thioesters to sulfonyl fluorides.
T. Xu, T. Cao, M. Yang, R. Xu, X. Nie, S. Liao, Org. Lett., 2020, 22, 3692-3696.
A visible-light-mediated deaminative thioesterification of amino acid derived Katritzky salts with thiobenzoic acid provides α-mercapto acid derivatives under mild conditions. This photoredox catalyst-free generation of alkyl radicals via C-N bond cleavage is enabled by the formation of an electron-donor-acceptor (EDA) complex between the Katritzky salt and thiobenzoic acid anion.
M. Yang, T. Cao, T. Xu, S. Liao, Org. Lett., 2019, 21, 8673-8678.