Decatungstate-Catalyzed Hydrosilylation of α-Trifluoromethylalkenes for Construction of α-Trifluoromethyl-β-silanes
Rui Xiao, Yutong Lang, Ziqiang Cheng, Liejin Zhou, Zhong-Yan Cao, Zheliang Yuan, Yanan Wang
Abstract
The hydrosilylation of alkenes is a pivotal transformation for the synthesis of organosilanes; however, the hydrosilylation of fluorine-containing alkenes is limited due to the facile β-fluoride elimination. Herein, by employing the direct hydrogen atom transfer (HAT) catalyst, tetrabutylammonium decatungstate (TBADT), and using disulfide as a co-catalyst, we have successfully developed a mild photocatalytic hydrosilylation of α-trifluoromethylalkenes for the synthesis of α-trifluoromethyl-β-silanes. Our method features mild conditions, good regioselectivity, and compatibility. The β-fluoride elimination was fully inhibited. A radical mechanism was proposed based on the preliminary results.