Department of Chemistry, University of Kansas, 1251 Wescoe Hall Drive, Lawrence, KS 66045-7528, USA ; KU Chemical Methodologies and Library Development Center of Excellence, University of Kansas, 1501 Wakarusa Drive, Lawrence, Kansas 66047, USA.
Beilstein J Org Chem. 2012;8:1200-7. doi: 10.3762/bjoc.8.133. Epub 2012 Jul 27.
The palladium-catalyzed nucleophilic substitution of (coumarinyl)methyl acetates is described. The reaction proceeds though a palladium π-benzyl-like complex and allows for many different types of C-, N-, and S-nucleophiles to be regioselectively added to the biologically active coumarin motif. This new method was utilized to prepare a 128-membered library of aminated coumarins for biological screening.
描述了(香豆素基)甲基乙酸酯的钯催化亲核取代反应。该反应通过钯π-苄基类似物进行,并允许许多不同类型的 C、N 和 S 亲核试剂选择性地添加到生物活性香豆素基序中。该新方法用于制备 128 个成员的胺化香豆素文库,用于生物学筛选。