Gold‐catalyzed synthesis of substituted 4‐pentafluorosulfanyl‐1,3‐oxazoles

IF 2.5 3区 化学 Q2 CHEMISTRY, ORGANIC
Pascal Paquin, Nicolas DeGrâce, Guillaume Bélanger-Chabot, Jean-François Paquin
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引用次数: 0

Abstract

We report the first synthesis of pentafluorosulfanylated oxazoles through a gold(I) catalyzed cyclization of SF5‐alkynes and nitriles. We describe 17 examples of 4‐SF5‐oxazoles with NMR yield ranging from 3% to 75%. While the isolation of the pure pentafluorosulfanylated oxazoles proved challenging, the fluorinated heterocycles could nonetheless be obtained in yields between 14 and 52%, opening the door for their use as a novel fluorine‐containing scaffold.
金催化取代4 -五氟磺酰- 1,3 -恶唑的合成
我们报道了首次通过金(I)催化SF5 -炔和腈的环化合成五氟磺酰化恶唑。我们描述了17个4‐SF5‐恶唑的例子,其核磁共振产率从3%到75%不等。虽然纯五氟磺酰化恶唑的分离被证明是具有挑战性的,但氟化杂环的产率仍在14%至52%之间,这为它们作为一种新型含氟支架的使用打开了大门。
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来源期刊
CiteScore
5.40
自引率
3.60%
发文量
752
审稿时长
1 months
期刊介绍: The European Journal of Organic Chemistry (2019 ISI Impact Factor 2.889) publishes Full Papers, Communications, and Minireviews from the entire spectrum of synthetic organic, bioorganic and physical-organic chemistry. It is published on behalf of Chemistry Europe, an association of 16 European chemical societies. The following journals have been merged to form two leading journals, the European Journal of Organic Chemistry and the European Journal of Inorganic Chemistry: Liebigs Annalen Bulletin des Sociétés Chimiques Belges Bulletin de la Société Chimique de France Gazzetta Chimica Italiana Recueil des Travaux Chimiques des Pays-Bas Anales de Química Chimika Chronika Revista Portuguesa de Química ACH—Models in Chemistry Polish Journal of Chemistry.
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