Chan–Lam Amination of Secondary and Tertiary Benzylic Boronic Esters
作者:James D. Grayson、Francesca M. Dennis、Craig C. Robertson、Benjamin M. Partridge
DOI:10.1021/acs.joc.1c00976
日期:2021.7.16
We report a Chan–Lamcouplingreaction of benzylic and allylic boronic esters with primary and secondary anilines to form valuable alkyl amine products. Both secondary and tertiary boronic esters can be used as coupling partners, with mono-alkylation of the aniline occurring selectively. This is a rare example of a transition-metal-mediated transformation of a tertiary alkylboron reagent. Initial investigation
我们报告了苄基和烯丙基硼酸酯与伯和仲苯胺的 Chan-Lam 偶联反应,形成有价值的烷基胺产物。仲硼酸酯和叔硼酸酯均可用作偶联伙伴,苯胺的单烷基化选择性发生。这是过渡金属介导的叔烷基硼试剂转化的罕见例子。对反应机理的初步研究表明,从 B 到 Cu 的金属转移是通过单电子而不是双电子过程发生的。
S-Benzyl Isothiouronium Chloride as a Recoverable Organocatalyst for the Direct Reductive Amination of Ketones with Hantzsch Ester
作者:Taek Kim、Quynh Nguyen
DOI:10.1055/s-0031-1291125
日期:2012.7
presence of S-benzyl isothiouronium chloride as a recoverableorganocatalyst is reported. A wide range of ketones as well as amines were found to give the expected products in moderate to excellent yields. The direct reductive amination of ketones using the Hantzsch ester in the presence of S-benzyl isothiouronium chloride as a recoverableorganocatalyst is reported. A wide range of ketones as well as