Lahm Günther, Opatz Till
Institute of Organic Chemistry, Johannes Gutenberg-University , Duesbergweg 10-14, 55128 Mainz, Germany.
Org Lett. 2014 Aug 15;16(16):4201-3. doi: 10.1021/ol501935d. Epub 2014 Jul 24.
The benzoxazol-2-yl- substituent was found to act as a removable activating and directing group in the Ir-catalyzed alkylation of C(sp(3))-H bonds adjacent to nitrogen in secondary amines. It can be easily introduced by oxidative coupling or by an SNAr reaction, and it can be removed by hydroxide or by hydride reduction. For 1,2,3,4-tetrahydroisoquinolines, activation exclusively takes place in the 3-position. A variety of activated as well as unactivated terminal olefins are suitable reaction partners.
苯并恶唑-2-基取代基被发现可作为可去除的活化和导向基团，用于铱催化仲胺中与氮相邻的C(sp(3))-H键的烷基化反应。它可以通过氧化偶联或亲核芳香取代反应轻松引入，并且可以通过氢氧化物或氢化物还原去除。对于1,2,3,4-四氢异喹啉，活化仅发生在3-位。各种活化和未活化的末端烯烃都是合适的反应伙伴。
