Cu-Catalyzed Coupling of Sulfonyl Chlorides with Alkenes: Synthesis of Dienyl Sulfones and β-Chlorosulfones

IF 2.5 3区 化学 Q2 CHEMISTRY, ORGANIC European Journal of Organic Chemistry Pub Date : 2024-10-14 DOI:10.1002/ejoc.202401077
Priyanka Choudhary, Ravikant S. Ranjan, Rodney Fernandes
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Abstract

This work reports a Cu-catalyzed coupling technique for synthesizing (E)-dienyl sulfones and β-chlorosulfones from 1-arylbutadienes and styrenes, respectively. By employing easily available and inexpensive reagents, this method enables the synthesis of a diverse array of dienyl sulfones and β-chlorosulfones with excellent functional group tolerance under base- and oxidant-free conditions. It also proves versatile for the late-stage functionalization of drug molecules and the scale-up reactions. The method showcases notable selectivity, gentle reaction conditions, and compatibility with various functional groups as demonstrated through 66 examples with excellent display of regioselectivity.
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铜催化磺酰氯与烯烃的偶联反应:二烯基砜和 β-氯砜的合成
这项研究报告了一种铜催化偶联技术,可分别从 1-芳基丁二烯和苯乙烯合成 (E)- 二烯基砜和 β-氯砜。通过使用易于获得且价格低廉的试剂,该方法能够在无碱和无氧化剂条件下合成各种具有优异官能团耐受性的二烯砜和β-氯砜。该方法还可用于药物分子的后期官能化和放大反应。该方法具有显著的选择性、温和的反应条件以及与各种官能团的兼容性,66 个实例证明了这一点,并且具有极佳的区域选择性。
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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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