Additive-free and Diastereoselective Synthesis for trans-Disubstituted-2,3-dihydro-benzofurans via [4 + 1] Annulation between p-QMs and TFISYs

IF 2.5 3区 化学 Q2 CHEMISTRY, ORGANIC European Journal of Organic Chemistry Pub Date : 2024-10-14 DOI:10.1002/ejoc.202400946
Yi-Hui Li, Chuan-Chuan Wang, Meng-Ru Ren, Qing-Long Wang, Ya-Jing Chen
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Abstract

An additive-free and diastereoselective [4 + 1] annulation between ortho-hydroxyphenyl-substituted para-quinone methides and CF3-substituted imidoyl sulfoxonium ylides is developed, providing a facile and practical route to diverse trans-2,3-dihydrobenzofurans with high efficiency. This protocol features mild conditions, broad substrate scope and easy to operate.
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通过 p-QMs 和 TFISYs 之间的 [4 + 1] 嵌合实现反式二取代-2,3-二氢苯并呋喃的无加成和非对映选择性合成
本研究开发了一种无添加剂和非对映选择性的[4 + 1]环化反应,该反应介于正羟基苯基取代的对苯醌甲酯和 CF3 取代的咪唑酰亚磺酰亚胺之间,为高效制备多种反式-2,3-二氢苯并呋喃提供了一条简便实用的途径。该方案具有条件温和、底物范围广、操作简便等特点。
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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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