Recent advances in asymmetric synthesis of chiral benzoheterocycles via Earth-abundant metal catalysis

IF 4.6 1区 化学 Q1 CHEMISTRY, ORGANIC Organic Chemistry Frontiers Pub Date : 2024-10-10 DOI:10.1039/D4QO01686F
Jinhui Cai, Wenting Zhang, Usman Muhammad, Weishuang Li and Yanjun Xie
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Abstract

Due to the significance of chiral benzoheterocycles, the synthesis of these skeletons draws considerable attention from chemists and remarkable progress has been made in the last few decades. However, most of the methods employ noble transition metals as catalysts. Herein, this review mainly focuses on the facile assembly of enantio-enriched benzoheterocycles via Earth-abundant metal catalysis. To date, numerous methods have been well developed, such as the Ullmann reaction, hydroarylation, borylation or cycloetherification of alkenes, O–H insertion of α-diazo esters, tandem arylation of heteroatom-linked olefins, kinetic resolution, hydrofunctionalization of dihydroquinolines, and other kinds of methods, which are discussed in detail in this review. Furthermore, we also discuss the existing limitations of the previously reported methods and the perspectives in this field.

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通过富土金属催化不对称合成手性苯并杂环的最新进展
由于手性苯并杂环的重要性,这些骨架的合成引起了化学家的极大关注,并在过去几十年中取得了显著进展。然而,大多数方法都使用惰性过渡金属作为催化剂。在此,本综述主要关注通过富土金属催化法轻松组装对映体富集的苯并杂环丁烷。迄今为止,已有许多方法得到了很好的发展,如乌尔曼反应、烯烃的加氢、硼酸化或环醚化、α-重氮酯的 O-H 插入、杂原子连接烯烃的串联芳基化、动力学解析、二氢喹啉的氢官能化等,本综述将对这些方法进行详细讨论。此外,我们还讨论了之前报道的方法存在的局限性以及该领域的前景。
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来源期刊
Organic Chemistry Frontiers
Organic Chemistry Frontiers CHEMISTRY, ORGANIC-
CiteScore
7.90
自引率
11.10%
发文量
686
审稿时长
1 months
期刊介绍: Organic Chemistry Frontiers is an esteemed journal that publishes high-quality research across the field of organic chemistry. It places a significant emphasis on studies that contribute substantially to the field by introducing new or significantly improved protocols and methodologies. The journal covers a wide array of topics which include, but are not limited to, organic synthesis, the development of synthetic methodologies, catalysis, natural products, functional organic materials, supramolecular and macromolecular chemistry, as well as physical and computational organic chemistry.
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