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一种温和通用的一锅法合成高官能化二芳基碘鎓盐。

A Mild and General One-Pot Synthesis of Densely Functionalized Diaryliodonium Salts.

作者信息

Qin Linlin, Hu Bao, Neumann Kiel D, Linstad Ethan J, McCauley Katelyenn, Veness Jordan, Kempinger Jayson J, DiMagno Stephen G

机构信息

Department of Chemistry & Nebraska Center for Materials and Nanoscience, University of Nebraska, Lincoln, Nebraska 68588-0304 (USA), http://chem.unl.edu/dimagno-group.

Department of Chemistry & Nebraska Center for Materials and Nanoscience, University of Nebraska, Lincoln, Nebraska 68588-0304 (USA), http://chem.unl.edu/dimagno-group; Institute of Industrial Catalysis, College of Chemical Engineering, Zhejiang University of Technology, Hangzhou, Zhejiang 310014 (China).

出版信息

European J Org Chem. 2015 Sep 1;2015(27):5919-5924. doi: 10.1002/ejoc.201500986. Epub 2015 Aug 14.

Abstract

Diaryliodonium salts are powerful and widely used arylating agents in organic chemistry. Here we report a scalable, synthesis of densely functionalized diaryliodonium salts from aryl iodides under mild conditions. This two-step, one-pot process has remarkable functional group tolerance, is compatible with commonly employed acid-labile protective group strategies, avoids heavy metal and transition metal reagents, and provides a direct route to stable precursors to PET imaging agents.

摘要

二芳基碘鎓盐是有机化学中强大且广泛使用的芳基化试剂。在此,我们报道了一种在温和条件下由芳基碘化物可扩展地合成密集官能化二芳基碘鎓盐的方法。这种两步一锅法具有出色的官能团耐受性,与常用的酸不稳定保护基策略兼容,避免了重金属和过渡金属试剂,并提供了一条直接通向正电子发射断层扫描(PET)成像剂稳定前体的途径。

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