通过氧化转化实现无过渡金属环化和偶联反应（C-C）中的有机过氧化物

Organic Peroxides in Transition-Metal-Free Cyclization and Coupling Reactions (C-C) via Oxidative Transformation.

作者信息

Rezaeifard Amin, Doraghi Fatemeh, Akbari Fatemeh, Bari Bahareh, Kianmehr Ebrahim, Ramazani Ali, Khoobi Mehdi, Foroumadi Alireza

机构信息

Drug Design and Development Research Center, The Institute of Pharmaceutical Sciences, Tehran University of Medical Sciences, Tehran 14176-14411, Iran.

School of Chemistry, College of Science, University of Tehran, Tehran 14174-66191, Iran.

出版信息

ACS Omega. 2025 Apr 14;10(16):15852-15907. doi: 10.1021/acsomega.4c11574. eCollection 2025 Apr 29.

DOI:10.1021/acsomega.4c11574

PMID:40321530

原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC12044487/

Abstract

Transition-metal-free transformations are recognized as green and sustainable methods for constructing carbon-carbon bonds in organic synthesis. This review describes the application of six organic peroxides, including -butyl hydroperoxide (TBHP), di--butyl peroxide (DTBP), -butyl peroxybenzoate (TBPB), benzoyl peroxide (BPO), dialauroyl peroxide (DLP), and diguyl peroxide (DCP), in C-C bond construction, highlighting selected examples and mechanisms of challenging transformations. Each section concludes with a detailed overview of suitable reagents for various coupling reactions and strengths and weaknesses of the reported works. This work aims to inspire further innovations in transition-metal-free oxidative transformations, promoting sustainable and eco-friendly chemical processes and paving the way for new peroxide-based organic synthesis methods.

摘要

无过渡金属转化被认为是有机合成中构建碳-碳键的绿色可持续方法。本综述描述了六种有机过氧化物，包括叔丁基过氧化氢（TBHP）、二叔丁基过氧化物（DTBP）、叔丁基过氧苯甲酸酯（TBPB）、过氧化苯甲酰（BPO）、二月桂酰过氧化物（DLP）和二枯基过氧化物（DCP）在碳-碳键构建中的应用，重点介绍了具有挑战性的转化反应的选定实例和机理。每一部分都以适用于各种偶联反应的试剂的详细概述以及所报道工作的优缺点作为结尾。这项工作旨在激发无过渡金属氧化转化方面的进一步创新，推动可持续和环保的化学过程，并为新的基于过氧化物的有机合成方法铺平道路。