Cobalt-Catalyzed Secondary Alkylation of Arenes and Olefins with Alkyl Ethers through the Cleavage of C(sp<sup>2</sup>)–H and C(sp<sup>3</sup>)–O Bonds
作者:Xunqing Dong、Qun Li、Guigen Li、Hongjian Lu
DOI:10.1021/acs.joc.8b02197
日期:2018.11.2
A novel cobalt-catalyzed C–H alkylation of arenes and olefins is achieved with (pyridin-2-yl)isopropyl amine as an N,N-bidentate directing group. Different linear, branched, and cyclic alkyl ethers were used as practical secondary alkylating reagents through cleavage of C(sp3)–O bond, providing an efficient approach to the synthesis of verstile o-alkylated arylamides and tetrasubstituted acrylamides
用(吡啶-2-基)异丙基胺作为N,N双齿的直接基团,可以实现新颖的钴催化的芳烃和烯烃的CH烷基化反应。通过裂解C(sp 3)-O键,将不同的直链,支链和环状烷基醚用作实用的仲烷基化试剂,为合成通用的o-烷基化的芳基酰胺和四取代的丙烯酰胺提供了一种有效的方法。机理研究表明,惰性C(sp 3)-O键的裂解涉及钴促进的自由基过程,而钴催化剂对惰性C(sp 2)-H键的裂解是限速步骤。