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Recent Progress in Synthetic Applications of Hypervalent Iodine(III) Reagents
Chemical Reviews ( IF 51.4 ) Pub Date : 2024-09-13 , DOI: 10.1021/acs.chemrev.4c00303 Akira Yoshimura 1 , Viktor V Zhdankin 2
Chemical Reviews ( IF 51.4 ) Pub Date : 2024-09-13 , DOI: 10.1021/acs.chemrev.4c00303 Akira Yoshimura 1 , Viktor V Zhdankin 2
Affiliation
Hypervalent iodine(III) compounds have found wide application in modern organic chemistry as environmentally friendly reagents and catalysts. Hypervalent iodine reagents are commonly used in synthetically important halogenations, oxidations, aminations, heterocyclizations, and various oxidative functionalizations of organic substrates. Iodonium salts are important arylating reagents, while iodonium ylides and imides are excellent carbene and nitrene precursors. Various derivatives of benziodoxoles, such as azidobenziodoxoles, trifluoromethylbenziodoxoles, alkynylbenziodoxoles, and alkenylbenziodoxoles have found wide application as group transfer reagents in the presence of transition metal catalysts, under metal-free conditions, or using photocatalysts under photoirradiation conditions. Development of hypervalent iodine catalytic systems and discovery of highly enantioselective reactions using chiral hypervalent iodine compounds represent a particularly important recent achievement in the field of hypervalent iodine chemistry. Chemical transformations promoted by hypervalent iodine in many cases are unique and cannot be performed by using any other common, non-iodine-based reagent. This review covers literature published mainly in the last 7–8 years, between 2016 and 2024.
中文翻译:
高价碘 (III) 试剂合成应用的最新进展
高价碘 (III) 化合物在现代有机化学中作为环保试剂和催化剂得到了广泛应用。高价碘试剂通常用于有机底物的重要合成卤化、氧化、胺化、杂环化和各种氧化官能团化。碘盐是重要的芳基试剂,而碘酰化物和酰亚胺是优良的卡宾和亚硝前体。苯并氧唑的各种衍生物,如叠氮基苯并氧基氧唑、三氟甲基苯并氧唑、炔基苯并氧唑和烯基苯并氧唑,在过渡金属催化剂存在下、在无金属条件下或在光照射条件下使用光催化剂,已作为基团转移试剂得到广泛应用。高价碘催化系统的开发和使用手性高价碘化合物的高对映选择性反应的发现代表了高价碘化学领域特别重要的近期成就。在许多情况下,高价碘促进的化学转化是独一无二的,不能使用任何其他常见的非碘基试剂进行。本综述主要涵盖过去 7-8 年(2016 年至 2024 年)发表的文献。
更新日期:2024-09-13
中文翻译:
高价碘 (III) 试剂合成应用的最新进展
高价碘 (III) 化合物在现代有机化学中作为环保试剂和催化剂得到了广泛应用。高价碘试剂通常用于有机底物的重要合成卤化、氧化、胺化、杂环化和各种氧化官能团化。碘盐是重要的芳基试剂,而碘酰化物和酰亚胺是优良的卡宾和亚硝前体。苯并氧唑的各种衍生物,如叠氮基苯并氧基氧唑、三氟甲基苯并氧唑、炔基苯并氧唑和烯基苯并氧唑,在过渡金属催化剂存在下、在无金属条件下或在光照射条件下使用光催化剂,已作为基团转移试剂得到广泛应用。高价碘催化系统的开发和使用手性高价碘化合物的高对映选择性反应的发现代表了高价碘化学领域特别重要的近期成就。在许多情况下,高价碘促进的化学转化是独一无二的,不能使用任何其他常见的非碘基试剂进行。本综述主要涵盖过去 7-8 年(2016 年至 2024 年)发表的文献。