Benzoisoxazoles as Privileged Scaffolds in the Design and Synthesis of N‐containing Molecules: A Recent Update

IF 2.5 3区 化学 Q2 CHEMISTRY, ORGANIC European Journal of Organic Chemistry Pub Date : 2025-02-10 DOI:10.1002/ejoc.202401021
Xingyu Chen , Wenbo Ma , Tairan Kang , Peng Sun , Xiaoqiang Guo
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Abstract

Benzoisoxazoles, with a distinctive 10‐π‐electron system and significant polarity, readily trigger N−O bond cleavage, enabling multifaceted applications in organic synthesis. Over the past decade, the exponentially increased use of benzoisoxazoles towards the synthesis of highly valuable N‐containing scaffolds, especially N‐heterocycles, has garnered substantial attention. In this review, we summarize recent developments in the transformation of 2,1‐ and 1,2‐benzoisoxazoles since 2015, highlighting the neglected resemblances of these two nitroxy heterocycles. Key processes in the assorted reactions of benzoisoxazoles, including mechanisms, scope, catalyst‐controlled chemodivergence, current limitations, and developmental prospects, are also introduced and discussed.

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苯并异恶唑作为设计和合成含氮分子的优越支架:最新进展
苯并异恶唑具有独特的10 π电子体系和显著的极性,容易引发N-O键裂解,在有机合成中具有多方面的应用。在过去的十年中,苯并异恶唑在合成高价值含氮支架,特别是氮杂环方面的应用呈指数增长,引起了人们的广泛关注。在这篇综述中,我们总结了自2015年以来2,1-和1,2-苯并异恶唑转化的最新进展,突出了这两个硝基杂环被忽视的相似性。介绍并讨论了苯并异恶唑类反应的主要过程,包括反应机理、范围、催化剂控制的化学发散、目前的局限性和发展前景。
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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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