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铜催化的二芳基碘𬭩盐与氟化钾的氟化反应。

Cu-catalyzed fluorination of diaryliodonium salts with KF.

机构信息

Department of Chemistry, University of Michigan , 930 North University Avenue, Ann Arbor, Michigan 48109, United States, and School of Chemistry, University of Tasmania , Private Bag 75, Hobart, Tasmania 7001, Australia.

出版信息

Org Lett. 2013 Oct 4;15(19):5134-7. doi: 10.1021/ol4025716. Epub 2013 Sep 24.

Abstract

A mild Cu-catalyzed nucleophilic fluorination of unsymmetrical diaryliodonium salts with KF is described. This protocol preferentially fluorinates the smaller aromatic ligand on iodine(III). The reaction exhibits a broad substrate scope and proceeds with high chemoselectivity and functional group tolerance. DFT calculations implicate a Cu(I)/Cu(III) catalytic cycle.

摘要

一种温和的 Cu 催化的不对称二芳基碘鎓盐与 KF 的亲核氟化反应被描述。该方案优先氟化碘(III)上较小的芳基配体。该反应具有广泛的底物范围,且具有高化学选择性和官能团耐受性。DFT 计算表明存在一个 Cu(I)/Cu(III)催化循环。

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