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Phenyliodine bis(trifluoroacetate) as a sustainable reagent: exploring its significance in organic synthesis
Organic & Biomolecular Chemistry ( IF 3.2 ) Pub Date : 2024-03-15 , DOI: 10.1039/d3ob01964k
Sumit Kumar 1 , Aditi Arora 1 , Sunil K. Singh 2 , Rajesh Kumar 3 , Bhawani Shankar 4 , Brajendra K. Singh 1
Affiliation  

Iodine-containing molecules, especially hypervalent iodine compounds, have gained significant attention in organic synthesis. They are valuable and sustainable reagents, leading to a remarkable surge in their use for chemical transformations. One such hypervalent iodine compound, phenyliodine bis(trifluoroacetate)/bis(trifluoroacetoxy)iodobenzene, commonly referred to as PIFA, has emerged as a prominent candidate due to its attributes of facile manipulation, moderate reactivity, low toxicity, and ready availability. PIFA presents an auspicious prospect as a substitute for costly organometallic catalysts and environmentally hazardous oxidants containing heavy metals. PIFA exhibits remarkable catalytic activity, facilitating an array of consequential organic reactions, including sulfenylation, alkylarylation, oxidative coupling, cascade reactions, amination, amidation, ring-rearrangement, carboxylation, and numerous others. Over the past decade, the application of PIFA in synthetic chemistry has witnessed substantial growth, necessitating an updated exploration of this field. In this discourse, we present a concise overview of PIFA's applications as a ‘green’ reagent in the domain of synthetic organic chemistry. A primary objective of this article is to bring to the forefront the scientific community's awareness of the merits associated with adopting PIFA as an environmentally conscientious alternative to heavy metals.

中文翻译:

双(三氟乙酸)苯碘作为可持续试剂:探索其在有机合成中的意义

含碘分子,特别是高价碘化合物,在有机合成中引起了广泛关注。它们是有价值且可持续的试剂,导致其在化学转化中的使用显着激增。其中一种高价碘化合物,苯碘双(三氟乙酸)/双(三氟乙酰氧基)碘苯,通常称为PIFA,由于其操作简便、反应性适中、毒性低和易于获得的特性而成为一种重要的候选物。 PIFA作为昂贵的有机金属催化剂和含有重金属的对环境有害的氧化剂的替代品呈现出良好的前景。 PIFA 表现出显着的催化活性,促进一系列后续有机反应,包括磺基化、烷基芳基化、氧化偶联、级联反应、胺化、酰胺化、环重排、羧化等。在过去的十年中,PIFA在合成化学中的应用取得了长足的增长,需要对该领域进行更新的探索。在本文中,我们简要概述了 PIFA 作为合成有机化学领域的“绿色”试剂的应用。本文的主要目的是让科学界认识到采用 PIFA 作为重金属的环保替代品的优点。
更新日期:2024-03-15
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