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基于六氟化硫交换获取芳基氟硫酸盐和氨磺酰氟的新方法。

Novel Approaches to Access Arylfluorosulfates and Sulfamoyl Fluorides Based on Sulfur (VI) Fluoride Exchange.

作者信息

Liu Zilei, Meng Genyi, Guo Taijie, Dong Jiajia, Wu Peng

机构信息

Department of Molecular Medicine, The Scripps Research Institute, La Jolla, California.

Department of Chemistry, The Scripps Research Institute, La Jolla, California.

出版信息

Curr Protoc Chem Biol. 2019 Jun;11(2):e64. doi: 10.1002/cpch.64. Epub 2019 Feb 28.

Abstract

Sulfur (VI) fluoride exchange (SuFEx) is a new family of click chemistry reactions that relies on readily available sulfuryl fluoride (SO F ) and ethenesulfonyl fluoride to build diverse chemical structures bearing the S -F motif, such as fluorosulfate (-OSO F) and sulfonyl fluoride (-SO F). These motifs could be useful functional groups and connective linkers in organic synthesis. This unit describes two protocols for performing SuFEx. The first protocol describes an in situ method for rapid generation of arylfluorosulfates in 96-well plates for high-throughput screening. The second protocol outlines use of a shelf-stable fluorosulfuryl imidazolium salt for generating arylfluorosulfates and sulfamoyl fluorides. © 2019 by John Wiley & Sons, Inc.

摘要

六氟化硫交换反应(SuFEx)是一类新型的点击化学反应,它利用易于获取的硫酰氟(SO₂F₂)和乙烯基磺酰氟构建带有S-F基序的各种化学结构,如氟代硫酸酯(-OSO₂F)和磺酰氟(-SO₂F)。这些基序在有机合成中可能是有用的官能团和连接接头。本单元描述了两种进行SuFEx反应的方法。第一种方法描述了一种在96孔板中快速原位生成芳基氟代硫酸酯用于高通量筛选的方法。第二种方法概述了使用一种货架稳定的氟硫酰咪唑盐来生成芳基氟代硫酸酯和氨磺酰氟。© 2019约翰威立国际出版公司

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引用本文的文献

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Sulfur fluoride exchange.硫氟交换
Nat Rev Methods Primers. 2023;3. Epub 2023 Aug 3.

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