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One-pot synthesis of 1,3-enynes with a CF3 group on the terminal sp2 carbon by an oxidative Sonogashira cross-coupling reaction†
Akari Ikeda,Masaaki Omote,Kana Kusumoto,Atsushi Tarui,Kazuyuki Sato,Akira Ando
Organic & Biomolecular Chemistry Pub Date : 07/14/2015 00:00:00 , DOI:10.1039/C5OB01290B
Abstract

Oxidative Sonogashira cross-coupling reactions of (E)-trimethyl(3,3,3-trifluoroprop-1-enyl)silane with arylacetylene were achieved using silver fluoride and a palladium catalyst, to afford high yields of various 1,3-enynes with a CF3 group on the terminal sp2 carbon. Silver fluoride promoted C–Si bond dissociation and oxidation of palladium, enabling catalytic use of palladium.

Graphical abstract: One-pot synthesis of 1,3-enynes with a CF3 group on the terminal sp2 carbon by an oxidative Sonogashira cross-coupling reaction
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