One-Pot Synthesis of Spirocyclopenta[<i>a</i>]indene Derivatives via a Cascade Ring Expansion and Intramolecular Friedel–Crafts-Type Cyclization
作者:Quanzhe Li、Jiaxin Liu、Yin Wei、Min Shi
DOI:10.1021/acs.joc.9b03126
日期:2020.2.21
A one-pot efficient synthetic approach for the rapid construction of spirocyclopenta[a]indene derivatives has been developed via an iodine-initiated cascade ring expansion and intramolecular Friedel-Crafts-type cyclization from propargyl alcohol-tethered alkylidenecyclobutanes under mild conditions with broad substrate scope. This cascade process can be elegantly conducted on a gram scale. A plausible
Ag(I)‐Catalyzed/Acid‐Mediated Cascade Cyclization of
<i>ortho</i>
‐Alkynylaryl‐1,3‐dicarbonyls to Access Arylnaphthalenelactones and Furanonaphthol Libraries via Aryl‐Disengagement
ortho-Alkynylaryl-1,3-dicarbonyl derivatives were utilized for the synthesis of arylnaphthalenelactone via cascadecyclization/decarboxylation in one-pot. These classes of compounds showed good potency in inhibiting protein-tyrosine phosphatase 1B (PTP1B) enzyme.
A cascade oxazole-benzannulation for the synthesis of naphtho[2,3-d]oxazoles has been developed employing ortho-alkynylamidoarylketones as substrates. This procedure provides the advantage of preparing a wide variety of substituents on naphtho[2,3-d]oxazole structures. In addition, o-alkynylamidoarylketones could be prepared from easily accessible and a wide variety of commercially available starting
使用邻炔基氨基芳基酮作为底物开发了用于合成萘并[2,3- d ]恶唑的级联恶唑-苯并环化反应。该程序提供了在萘并[2,3- d ]恶唑结构上制备各种取代基的优势。此外,o-炔基氨基芳基酮可以从易于获得且种类繁多的市售起始材料制备。因此,该方法是合成具有多种取代基的萘并[2,3- d ]恶唑的明智选择。在这项工作中,证明了 27 个示例以中等到良好的收率提供所需的产品。