Department of Chemistry, University of California, Berkeley, California 94720-1460, USA.
J Am Chem Soc. 2013 Jun 12;135(23):8480-3. doi: 10.1021/ja4032677. Epub 2013 May 28.
We report the Pd-catalyzed amination of arenes to form N-aryl phthalimides with regioselectivity controlled predominantly by steric effects. Mono-, di-, and trisubstituted arenes lacking a directing group undergo amination reactions with moderate to high yields and high regioselectivities from sequential addition of PhI(OAc)2 as an oxidant in the presence of Pd(OAc)2 as catalyst. This sterically derived selectivity contrasts that for analogous arene acetoxylation.
我们报告了钯催化的芳基胺化反应,可形成具有区域选择性的 N-芳基邻苯二甲酰亚胺,主要由空间位阻效应控制。单取代、二取代和三取代的无导向基团芳基在醋酸钯作为催化剂和 PhI(OAc)2 作为氧化剂的存在下,通过顺序添加进行胺化反应,可获得中等至高产率和高区域选择性。这种由空间位阻产生的选择性与类似的芳基乙酰化反应相反。