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α-溴代硝基苯乙烯在有机合成中的发展与应用

Developments and applications of α-bromonitrostyrenes in organic syntheses.

作者信息

Doraghi Fatemeh, Aghanour Ashtiani Mohammad Mahdi, Moradkhani Fatemeh, Larijani Bagher, Mahdavi Mohammad

机构信息

Endocrinology and Metabolism Research Center, Endocrinology and Metabolism Clinical Sciences Institute, Tehran University of Medical Sciences Tehran Iran

出版信息

RSC Adv. 2024 May 8;14(21):14835-14846. doi: 10.1039/d4ra02474e. eCollection 2024 May 2.

Abstract

The presence of the bromo and nitro groups in the structure of α-bromonitrostyrene makes them highly reactive and versatile reagents in organic syntheses. α-Bromonitrostyrenes act as an effective dielectrophile in the reaction with various nucleophiles. In these reactions, the bromo and nitro groups behave as good leaving groups for the assembly of a diverse range of heterocyclic compounds, such as dihydrofurans, dihydropyranes, furans, pyrroles, pyrazoles, isooxazolines, spiropyrrolidines, In the current review, we have focused on the transformations of α-bromonitrostyrenes under organocatalysis, metal catalysis, and base-catalysis systems as well as catalyst-free conditions, since 2010.

摘要

α-溴硝基苯乙烯结构中的溴基和硝基使其成为有机合成中高反应活性且用途广泛的试剂。α-溴硝基苯乙烯在与各种亲核试剂的反应中作为有效的亲双烯体。在这些反应中,溴基和硝基作为良好的离去基团,用于组装各种杂环化合物,如二氢呋喃、二氢吡喃、呋喃、吡咯、吡唑、异恶唑啉、螺吡咯烷。在本综述中,自2010年以来,我们重点关注了α-溴硝基苯乙烯在有机催化、金属催化和碱催化体系以及无催化剂条件下的转化反应。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b790/11077992/08626788fe7f/d4ra02474e-s1.jpg

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