Institute of Organic Chemistry, Westfälische Wilhems-University , Corrensstraße 40, 48149 Münster, Germany.
Org Lett. 2014 Jan 3;16(1):250-3. doi: 10.1021/ol403256e. Epub 2013 Dec 9.
A C-P bond and a C-C bond are formed in the synthesis of 6-phosphorylated phenanthridines starting with readily prepared 2-isocyanobiphenyls and commercially available P-radical precursors. The radical cascade reaction comprises addition of an oxidatively generated P-centered radical to the isonitrile functionality and subsequent homolytic aromatic substitution. Various 6-phosphorylated phenanthridines are formed in moderate to excellent yield. In contrast to the currently intensively investigated direct arene phosphorylation, the arene core is constructed with concomitant phosphorylation using this approach.
以易于制备的 2-异氰基联苯和市售的 P-自由基前体为原料，在合成 6-磷酸基菲啶的过程中形成了 C-P 键和 C-C 键。自由基级联反应包括氧化生成的 P 中心自由基加成到异腈官能团上，然后进行均裂芳香取代。各种 6-磷酸基菲啶以中等至优异的产率生成。与目前正在深入研究的直接芳基磷酸化相比，该方法在构建芳环核的同时进行磷酸化。
