Staleva Plamena, Hernández José G, Bolm Carsten
Institute of Organic Chemistry, RWTH Aachen University, Landoltweg 1, 52074, Aachen, Germany.
Chemistry. 2019 Jul 11;25(39):9202-9205. doi: 10.1002/chem.201901826. Epub 2019 May 20.
A mechanochemical version of the asymmetric Michael-type Friedel-Crafts alkylation of indoles with arylidene malonates was developed. The reaction proceeds under ambient atmosphere using a chiral bis(oxazoline)copper catalyst in a mixer mill. Under these reaction conditions nineteen 3-substituted indole derivatives were synthesized in good to excellent yields (up to 98 %), and with good enantioselectivities (up to 91:9 e.r.) after short milling times.
开发了一种利用亚芳基丙二酸酯对吲哚进行不对称迈克尔型傅克烷基化反应的机械化学方法。该反应在环境气氛下，于混合研磨机中使用手性双（恶唑啉）铜催化剂进行。在这些反应条件下，短时间研磨后，以良好至优异的产率（高达98%）合成了19种3-取代吲哚衍生物，对映选择性良好（对映体比例高达91:9）。
