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首页> 外文期刊>Chemistry: A European journal >Studies on the Tandem Reaction of 4-Aryl-2,3-allenoates with Organozinc Reagents: A Facile Route to Polysubstituted Naphthols
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Studies on the Tandem Reaction of 4-Aryl-2,3-allenoates with Organozinc Reagents: A Facile Route to Polysubstituted Naphthols

机译：4-芳基-2,3-烯丙酸酯与有机锌试剂的串联反应研究：一种简便的制备多取代萘酚的途径

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摘要

Substituted naphthalenes and their derivatives are important classes of organic compounds[1] with wide applications in academic laboratory and industry.[2] They are also basic skeletons of many biologically active natural products and pharmaceuticals, such as nanaomycin A, a member of the family of pyranonaphthoquinone antibiotics, and rifampicin, used as an antibacterial and antiviral agent.[3] Thus, the development of efficient and general methods for the synthesis of this class of compounds has received much attention.[4] However, the synthesis of these compounds with different substituents at specific locations starting from easily available materials are far from being well-established. In this communication, we wish to report an unexpected tandem reaction of 4-aryl-2,3-allenoates with organozinc reagents affording polysubstituted naphthols, which have been demonstrated to be percursors for the efficient synthesis of naphthalenes with location-defined substituents from organozinc reagents and 4-aryl-2,3-allenoates (Scheme 1).
机译：取代的萘及其衍生物是重要的一类有机化合物[1]，在学术实验室和工业中都有广泛的应用。[2]它们也是许多具有生物活性的天然产物和药物的基本骨架，例如纳那霉素A（吡喃并萘醌抗生素家族的成员）和利福平（用作抗菌和抗病毒剂）[3]。因此，开发有效且通用的合成此类化合物的方法受到了广泛关注。[4]但是，从容易获得的材料开始，在特定位置上具有不同取代基的这些化合物的合成远未建立。在本交流中，我们希望报告4-芳基-2,3-烯丙基酸酯与有机锌试剂的意外串联反应，该反应提供了多取代的萘​​酚，已证明是有机锌试剂可有效合成具有位置定义的取代基的萘的前体和4-芳基-2,3-脲基酸酯（方案1）。

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