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用Ca(NTf)进行的SuFEx活化:一种从S(VI)氟化物获取磺酰胺、氨基磺酸盐和磺酰亚胺的统一策略。

SuFEx Activation with Ca(NTf): A Unified Strategy to Access Sulfamides, Sulfamates, and Sulfonamides from S(VI) Fluorides.

作者信息

Mahapatra Subham, Woroch Cristian P, Butler Todd W, Carneiro Sabrina N, Kwan Sabrina C, Khasnavis Samuel R, Gu Junha, Dutra Jason K, Vetelino Beth C, Bellenger Justin, Am Ende Christopher W, Ball Nicholas D

机构信息

Pfizer Worldwide Research and Development, Eastern Point Road, Groton, Connecticut 06340, United States.

Department of Chemistry, Pomona College, 645 North College Avenue, Claremont, California 91711, United States.

出版信息

Org Lett. 2020 Jun 5;22(11):4389-4394. doi: 10.1021/acs.orglett.0c01397. Epub 2020 May 27.

Abstract

A method to activate sulfamoyl fluorides, fluorosulfates, and sulfonyl fluorides with calcium triflimide and DABCO for SuFEx with amines is described. The reaction was applied to a diverse set of sulfamides, sulfamates, and sulfonamides at room temperature under mild conditions. Additionally, we highlight this transformation to parallel medicinal chemistry to generate a broad array of nitrogen-based S(VI) compounds.

摘要

描述了一种用三氟甲磺酸钙和1,4-二氮杂二环[2.2.2]辛烷(DABCO)活化磺酰氟、氟代硫酸盐和磺酰氟以用于与胺进行硫(VI)氟交换反应(SuFEx)的方法。该反应在室温温和条件下应用于多种磺酰胺、氨基磺酸盐和磺酰胺。此外,我们强调了这种转化在平行药物化学中的应用,以生成一系列广泛的基于氮的S(VI)化合物。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3240/7294807/daa589c5f80b/ol0c01397_0001.jpg

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