Natural Product Chemistry and Process Development Division and AcSIR , CSIR-IHBT , Palampur 176061 , India.
J Org Chem. 2019 Feb 1;84(3):1542-1552. doi: 10.1021/acs.joc.8b02974. Epub 2019 Jan 24.
The cobalt(III)-catalyzed C(sp)-H bond alkylation of 8-methyl quinoline with maleimides is reported. In contrast to the rhodium-catalyzed method, in the current cobalt-catalyzed method, a catalytic amount of acid is used, and importantly, it is also applicable to secondary C(sp)-H bond alkylation. The developed methodology is applicable for N-alkyl- and N-aryl-substituted maleimides and unsubstituted maleimides, and it also tolerates the variety of functional groups on the 8-methyl quinoline moiety. Atom-economy and high regioselectivity with good to excellent yields of the alkylated products under mild reaction conditions are important features of this method.
报道了钴(III)催化的 8-甲基喹啉与马来酰亚胺的 C(sp)-H 键烷基化反应。与铑催化的方法相比，在当前的钴催化方法中，使用了催化量的酸，重要的是，它也适用于仲 C(sp)-H 键烷基化。所开发的方法适用于 N-烷基-和 N-芳基取代的马来酰亚胺以及未取代的马来酰亚胺，并且它还能耐受 8-甲基喹啉部分上的各种官能团。在温和的反应条件下，该方法具有原子经济性和高区域选择性，以及良好到优异的烷基化产物收率，是该方法的重要特点。
