Department of Chemistry, University of Science and Technology of China , Hefei, Anhui 230026, China.
Org Lett. 2016 Aug 5;18(15):3850-3. doi: 10.1021/acs.orglett.6b01862. Epub 2016 Jul 14.
An unprecedented application of trifluoromethanesulfonyl hydrazides as trifluoromethylating agents has been demonstrated in two vicinal difunctionalization reactions of terminal alkenes: the copper-catalyzed three-component vicinal chlorotrifluoromethylation of arylakenes with TfNHNHBoc and NaCl and the tandem trifluoromethylation/cyclization of N-arylacrylamides with TfNHNHBoc. The reactions proceeded in the presence of inexpensive oxidants under mild conditions and provided a range of structurally diverse trifluoromethyl-containing compounds with high regioselectivity.
铜催化的芳基烯烃与 TfNHNHBoc 和 NaCl 的邻位氯三氟甲基化的三组分反应,以及 TfNHNHBoc 的 N-芳基丙烯酰胺的串联三氟甲基化/环化反应。这些反应在温和条件下、使用廉价氧化剂进行,提供了一系列具有高区域选择性的结构多样的含三氟甲基化合物。