期刊
NATURE PROTOCOLS
卷 8, 期 12, 页码 2348-2354出版社
NATURE PUBLISHING GROUP
DOI: 10.1038/nprot.2013.144
关键词
-
资金
- Center for Catalytic Hydrocarbon Functionalization, an Energy Frontier Research Center, US Department of Energy, Office of Science, Basic Energy Sciences [DE SC0001298]
- US National Science Foundation [CHE-1148597]
- National Institutes of Health [2R37 GM036298]
- Merck, Inc.
- Direct For Mathematical & Physical Scien
- Division Of Chemistry [1148597] Funding Source: National Science Foundation
Fluorination is a reaction that is useful in improving the chemical stability and changing the binding affinity of biologically active compounds. The protocol described here can be used to replace aliphatic, C(sp(3))-H hydrogen in small molecules with fluorine. Notably, isolated methylene groups and unactivated benzylic sites are accessible. The method uses readily available manganese porphyrin and manganese salen catalysts and various fluoride ion reagents, including silver fluoride (AgF), tetrabutylammonium fluoride and triethylamine trihydrofluoride (TREAT.HF), as the source of fluorine. Typically, the reactions afford 50-70% yield of mono-fluorinated products in one step. Two representative examples, the fragrance component celestolide and the nonsteroidal anti-inflammatory drug ibuprofen, are described; they produced useful isolated quantities (250-300 mg, similar to 50% yield) of fluorinated material over periods of 1-8 h. The procedures are performed in a typical fume hood using ordinary laboratory glassware. No special precautions to rigorously exclude water are required.
作者
我是这篇论文的作者
点击您的名字以认领此论文并将其添加到您的个人资料中。
推荐
暂无数据