Popov Kirill, Somfai Peter
Centre for Analysis and Synthesis, Department of Chemistry, Lund University , P.O. Box 124, 221 00 Lund, Sweden.
J Org Chem. 2016 Apr 15;81(8):3470-2. doi: 10.1021/acs.joc.6b00424. Epub 2016 Apr 7.
Regioselective O-alkylation of an amide to form the corresponding imidate is a common synthetic problem, often resulting in varying amounts of N-alkylation. Screening existing methods for converting amides to imidates gave inconsistent or irreproducible results, sometimes affording N-alkylamide as the major product. A simple and reliable protocol for amide O-alkylation with complete regioselectivity has been designed, and its scope and efficiency demonstrated on a number of substrates.
酰胺的区域选择性O-烷基化以形成相应的亚胺酸酯是一个常见的合成问题，常常会产生不同量的N-烷基化产物。筛选现有的将酰胺转化为亚胺酸酯的方法得到的结果不一致或不可重复，有时会以N-烷基酰胺作为主要产物。我们设计了一种具有完全区域选择性的酰胺O-烷基化的简单可靠方案，并在多种底物上展示了其适用范围和效率。
