Vershinin Vlada, Pappo Doron
Department of Chemistry, Ben-Gurion University of the Negev, Beer-Sheva 84105, Israel.
Org Lett. 2020 Mar 6;22(5):1941-1946. doi: 10.1021/acs.orglett.0c00296. Epub 2020 Feb 12.
Iron- and manganese-catalyzed -selective oxidative amination of (4-R)phenols by primary and secondary anilines was developed. Depending on the identity of the R group, the products of this efficient reaction are either benzoquinone anils (C-N coupling) that are produced via a sequential oxidative amination/dehydrogenation (R = H), oxidative amination/elimination (R = OMe) steps, or ,-biaryl compounds (C-C coupling) that are formed when R = alkyl through an oxidative amination/[3,3]-sigmatropic rearrangement (quinamine rearrangement) process.
开发了铁和锰催化的（4-R）苯酚与伯胺和仲胺的 - 选择性氧化胺化反应。根据R基团的性质，该高效反应的产物要么是通过连续氧化胺化/脱氢（R = H）、氧化胺化/消除（R = OMe）步骤生成的苯醌缩苯胺（C-N偶联），要么是当R = 烷基时通过氧化胺化/[3,3]-σ迁移重排（喹胺重排）过程形成的α，β-联芳基化合物（C-C偶联）。
