Iridium(III)-Catalyzed C−H Functionalization of Triarylphosphine Oxides with Diazo Dicarbonyl Compounds: Synthesis of α-Aryl 1,3-Dicarbonyl Derivatives

Lou, Qin‐Xin; Li, Jingyu; Yang, Shang‐Dong

doi:10.1055/a-1409-1906

Cited by 6 publications

(1 citation statement)

References 7 publications

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“…Another type of arylation reaction was demonstrated by Lou et al 137 They have performed consequent introduction of the diazo group into the ( E )-6,6-dimethyl-1-phenylhept-1-ene-3,5-dione 2 molecule by its treatment with 4-acetamidobenzenesulfonyl azide ( p -ABSA) which underwent Ir( iii )-catalyzed C–H functionalization with triphenylphosphine oxide, albeit with a low yield (Scheme 73). The main focus of the study was the reactions of 1,3-dicarbonyl compounds, and thus conjugated enediones were represented by a single example; however, it is highly probable that such a transformation can be performed with other types of hemicurcuminoids as well.…”

Section: Reactivitymentioning

confidence: 99%

Hemicurcuminoids (1-styryl-1,3-diketones) – valuable multi-faceted building blocks for organic synthesis

et al. 2023

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Section: Reactivitymentioning

confidence: 99%

Hemicurcuminoids (1-styryl-1,3-diketones) – valuable multi-faceted building blocks for organic synthesis

et al. 2023

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Transition-metal-catalyzed aromatic C–H functionalization assisted by the phosphorus-containing directing groups

Zhang¹,

Yao²,

Su³

et al. 2023

Green Synthesis and Catalysis

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Beyond Triphenylphosphine: Advances on the Utilization of Triphenylphosphine Oxide

Zhang,

Han

2024

J. Org. Chem.

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Triphenylphosphine oxide is a well-known industrial waste byproduct, and thousands of tons of it are generated every year. Due to its chemical stability and limited applications, settlement of this waste issue has drawn extensive attention from chemists. The reduction of triphenylphosphine oxide to triphenylphosphine is heretofore the most employed solution, and is well reviewed. In view of our recent studies on the selective and efficient conversion of Ph 3 P(O) to other valuable organophosphorus chemicals by using sodium, the present perspective mainly highlights the advances on the utilization of Ph 3 P(O) to prepare a diverse range of functional organophosphorus compounds, except Ph 3 P, via selective P−C, C−H, and P−O bond cleavages.P erhaps it is no longer necessary to emphasize the importance of organophosphorus compounds to our JOC readers. Today, they are common chemicals widely utilized in organic synthesis, catalysis, materials chemistry, agriculture, and pharmaceuticals, both in laboratory and industry settings. 1 However, there are numerous issues related to their preparation. In fact, so-called 'green methods,' by today's standards, are exceedingly rare for producing these compounds. The situation is particularly serious for the industry, where thousands of tons of organophosphorus compounds are manufactured each year using inefficient traditional methods that pose significant environmental, energy, and phosphorus resource challenges. 2

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Iridium(III)-Catalyzed C−H Functionalization of Triarylphosphine Oxides with Diazo Dicarbonyl Compounds: Synthesis of α-Aryl 1,3-Dicarbonyl Derivatives

Cited by 6 publications

References 7 publications

Hemicurcuminoids (1-styryl-1,3-diketones) – valuable multi-faceted building blocks for organic synthesis

Hemicurcuminoids (1-styryl-1,3-diketones) – valuable multi-faceted building blocks for organic synthesis

Transition-metal-catalyzed aromatic C–H functionalization assisted by the phosphorus-containing directing groups

Beyond Triphenylphosphine: Advances on the Utilization of Triphenylphosphine Oxide

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