Institut für Chemie, Technische Universität Berlin , Strasse des 17. Juni 115, 10623 Berlin, Germany.
Org Lett. 2013 Oct 18;15(20):5374-7. doi: 10.1021/ol402687t. Epub 2013 Oct 8.
A mild procedure for C-7-selective C-H alkenylation of various indolines under oxidative palladium(II) catalysis is reported. A fully substituted urea, formed by carbamoylation of the indoline nitrogen atom, functions as a directing group. Both α,β-unsaturated acceptors and styrenes participate in this direct C-H functionalization. With a free NH group at the urea terminus, the nitrogen atom subsequently cyclizes in a 1,4-fashion to yield a six-membered ring.
报道了一种在氧化钯(II)催化下,温和的 C-7 选择性 C-H 烯丙基化各种吲哚啉的方法。由吲哚啉氮原子的氨甲酰化形成的全取代脲作为导向基团。α,β-不饱和受体和苯乙烯都参与了这种直接 C-H 官能化反应。在脲末端有一个游离的 NH 基团,氮原子随后以 1,4-方式环化,生成一个六元环。