Co/Fe Dual Catalysis for Sequential Hydrosilylation–Isomerization: Access to Trisubstituted (E)-Alkenyl Silanes from Terminal Alkynes
Zhihao Guo , Guixia Liu , Zheng Huang
Chinese Journal of Chemistry ›› 2024, Vol. 42 ›› Issue (16) : 1860 -1866.
Co/Fe Dual Catalysis for Sequential Hydrosilylation–Isomerization: Access to Trisubstituted (E)-Alkenyl Silanes from Terminal Alkynes
By rational modification of electronic and steric properties of pincer ligands, a Co/Fe dual catalyst system is developed for one-pot sequential Markovnikov alkyne hydrosilylation and stereoselective alkene isomerization. The protocol provides an atom-economical and efficient approach to trisubstituted ( E)-alkenyl silanes from widely accessible terminal alkynes with high regio- and stereoselectivities under mild conditions. The utility of this reaction was demonstrated by gram-scale synthesis and derivatization of bioactive molecules. The radical clock and trapping experiments indicated that radical pathway might be operative in the alkene isomerization step.
Cobalt / Dual catalysis / Hydrosilylation / Iron / Isomerization / Trisubstituted alkenyl silanes
2024 SIOC, CAS, Shanghai, & WILEY-VCH GmbH
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