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钯催化的涉及高价碘试剂的有机反应。

Palladium-Catalyzed Organic Reactions Involving Hypervalent Iodine Reagents.

机构信息

Chemistry Division, School of Advanced Sciences (SAS), Vellore Institute of Technoloy-Chennai, Chennai 600127, Tamil Nadu, India.

College of Pharmaceutical Sciences, Ritsumeikan University, 1-1-1 Nojihigashi, Kusatsu 525-0058, Shiga, Japan.

出版信息

Molecules. 2022 Jun 17;27(12):3900. doi: 10.3390/molecules27123900.

DOI:10.3390/molecules27123900
PMID:35745020
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9230104/
Abstract

The chemistry of polyvalent iodine compounds has piqued the interest of researchers due to their role as important and flexible reagents in synthetic organic chemistry, resulting in a broad variety of useful organic molecules. These chemicals have potential uses in various functionalization procedures due to their non-toxic and environmentally friendly properties. As they are also strong electrophiles and potent oxidizing agents, the use of hypervalent iodine reagents in palladium-catalyzed transformations has received a lot of attention in recent years. Extensive research has been conducted on the subject of C-H bond functionalization by Pd catalysis with hypervalent iodine reagents as oxidants. Furthermore, the iodine(III) reagent is now often used as an arylating agent in Pd-catalyzed C-H arylation or Heck-type cross-coupling processes. In this article, the recent advances in palladium-catalyzed oxidative cross-coupling reactions employing hypervalent iodine reagents are reviewed in detail.

摘要

多价碘化合物的化学性质引起了研究人员的兴趣,因为它们在合成有机化学中作为重要且灵活的试剂,可产生多种有用的有机分子。由于这些化学品具有无毒和环保的特性,因此它们在各种功能化过程中有潜在的用途。由于它们也是强亲电试剂和强氧化剂,近年来,高价碘试剂在钯催化转化中的应用受到了广泛关注。人们对 Pd 催化的 C-H 键官能化反应中使用高价碘试剂作为氧化剂进行了广泛的研究。此外,碘(III)试剂现在通常用作 Pd 催化的 C-H 芳基化或 Heck 型交叉偶联过程中的芳基化试剂。本文详细综述了钯催化的使用高价碘试剂的氧化交叉偶联反应的最新进展。

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Chem Commun (Camb). 2021 Jun 24;57(51):6241-6244. doi: 10.1039/d1cc02007b.
4
Pd(II)-Catalyzed Chemoselective Acetoxylation of C(sp)-H and C(sp)-H Bonds in Tertiary Amides.钯(II)催化叔酰胺中C(sp)-H和C(sp)-H键的化学选择性乙酰氧基化反应
J Org Chem. 2021 Jun 18;86(12):8172-8181. doi: 10.1021/acs.joc.1c00629. Epub 2021 May 26.
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Reactions promoted by hypervalent iodine reagents and boron Lewis acids.高价碘试剂和硼路易斯酸促进的反应。
Org Biomol Chem. 2021 Jun 9;19(22):4852-4865. doi: 10.1039/d1ob00740h.
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Characterization of heterogeneous aryl-Pd(II)-oxo clusters as active species for C-H arylation.将多相芳基 - 钯(II)- 氧簇表征为C - H芳基化的活性物种。
Chem Commun (Camb). 2020 Nov 19;56(92):14404-14407. doi: 10.1039/d0cc06716d.
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Hypervalent Iodine Reagents in Palladium-Catalyzed Oxidative Cross-Coupling Reactions.钯催化氧化交叉偶联反应中的高价碘试剂
Front Chem. 2020 Sep 29;8:705. doi: 10.3389/fchem.2020.00705. eCollection 2020.
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The C3-H Bond Functionalization of Quinoxalin-2(1)-Ones With Hypervalent Iodine(III) Reagents.喹喔啉-2(1)-酮与高价碘(III)试剂的C3-H键官能化反应
Front Chem. 2020 Aug 3;8:582. doi: 10.3389/fchem.2020.00582. eCollection 2020.
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Hypervalent iodine promoted ortho diversification: 2-aryl benzimidazole, quinazoline and imidazopyridine as directing templates.高价碘促进邻位多样化:2-芳基苯并咪唑、喹唑啉和咪唑吡啶作为导向模板。
Org Biomol Chem. 2020 Feb 7;18(5):941-955. doi: 10.1039/c9ob02533b. Epub 2020 Jan 10.
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Alkene Difunctionalization Using Hypervalent Iodine Reagents: Progress and Developments in the Past Ten Years.炔烃的杂原子双官能化反应:过去十年中高价碘试剂的进展和发展。
Molecules. 2019 Jul 19;24(14):2634. doi: 10.3390/molecules24142634.