CuI 介导的邻芳基苯酚的顺序碘化/环醚化反应：2-或 4-碘二苯并呋喃的合成及机理研究。
CuI-mediated sequential iodination/cycloetherification of o-arylphenols: synthesis of 2- or 4-iododibenzofurans and mechanistic studies.
机构信息
State Key Laboratory of Respiratory Disease, Guangzhou Institutes of Biomedicine and Health, Chinese Academy of Sciences, 190 Kaiyuan Avenue, Guangzhou 510530, PR China.
出版信息
Org Lett. 2012 Oct 19;14(20):5362-5. doi: 10.1021/ol302562a. Epub 2012 Oct 2.
An efficient synthesis of 2- or 4-iododibenzofurans through CuI-mediated sequential iodination/cycloetherification of two aromatic C-H bonds in o-arylphenols has been developed. Both the preexisting electron-withdrawing groups (NO(2), CN, and CHO) and the newly introduced iodide are readily modified for a focused dibenzofuran library synthesis. Mechanistic studies and DFT calculations suggest that a Cu(III)-mediated rate-limiting C-H activation step is involved in cycloetherification.
通过 CuI 介导的邻芳基苯酚中两个芳环 C-H 键的顺序碘化/环醚化反应，高效合成了 2-或 4-碘二苯并呋喃。先前存在的吸电子基团（NO2、CN 和 CHO）和新引入的碘化物都很容易进行修饰，以用于有针对性的二苯并呋喃文库合成。机理研究和 DFT 计算表明，环醚化反应涉及 Cu(III)介导的限速 C-H 活化步骤。
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