Iron-catalyzed hydroaminocarbonylation of alkynes to produce succinimides with NH4HCO3

Huang, Zijun; Chang-sheng, Tang; Chen, Zilong; Pi, Shao‐Feng; Tan, Zhijian; Deng, Jiyong; Li, Yuehui

doi:10.1016/j.jcat.2021.09.035

Cited by 9 publications

(1 citation statement)

References 59 publications

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“…60 Recently, Li and co-workers extended Fe-catalyzed hydroaminocarbonylation of alkynes to produce succinimides with NH 4 HCO 3 as the solid ammonia source. 61 Internal alkynes show higher reaction efficiency than terminal alkynes in their standard conditions, as both symmetric and unsymmetric internal alkynes were converted to the corresponding succinimides in high yields. The result of high-temperature in situ 13 C NMR indicated that Fe(CO) 5 was first generated from the reaction of Fe 3 (CO) 12 with NH 4 HCO 3 .…”

Section: Intermolecular Carbonylative Multifunctionalization Of Alkynesmentioning

confidence: 99%

Transition-Metal-Catalyzed Carbonylative Multifunctionalization of Alkynes

Yin

Shi

2022

J. Org. Chem.

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Currently, the construction of new carbon−carbon bonds and value-added structures in an atom-and step economical manner has become a continuous pursuit in the synthetic chemistry community. Since the first transition-metal-catalyzed hydroformylation of ethylene was reported by Otto Roelen in the 1930s, impressive progress has been achieved in the carbonylative functionalization of unsaturated C−C bonds. In contrast to alkenes, the carbonylative functionalization of alkynes offers tremendous potential for the construction of multisubstituted carbonyl-containing derivatives because of their two independently addressable π-systems. This review provides a timely and necessary investigation of transition-metal-catalyzed carbonylative mutifunctionalization of alkynes with the exclusion of carbonylative hydrofunctionalizations. Different transition metals including palladium, rhodium, iridium, ruthenium, iron, copper, etc. were applied to the development of novel carbonylative transformation.

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Section: Intermolecular Carbonylative Multifunctionalization Of Alkynesmentioning

confidence: 99%

Transition-Metal-Catalyzed Carbonylative Multifunctionalization of Alkynes

Yin

Shi

2022

J. Org. Chem.

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Iron in Organometallic Transformations: A Sustainable Substitute for Noble Metals

Kumar,

Tewari,

Chikkali

2024

ChemCatChem

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Transition metal catalysis plays a pivotal role in chemical synthesis. Noble metals often grab significant attention in organometallic catalysis due to their high reactivity. However, the serious issues associated with these metals such as low abundance, toxicity, geopolitical limitations, and volatile prices are driving the scientific community to discover sustainable alternatives. In this context, iron appears to be the first choice as an alternative metal due to its unique properties, including a range of stable oxidation states, Lewis acidity, high abundance in the earth's crust, and low toxicity. Over the past two decades, substantial progress has been made in iron catalysis. This overview examines the recent developments in iron‐catalyzed industrially relevant transformations such as hydroformylation, olefin isomerization, hydrosilylation, hydrophosphination, carbonylation, Wacker‐type oxidation, and plastic depolymerization. As witnessed throughout this review, the performance of iron can be significantly altered by suitable ligand selection and by tailoring the electronic and steric properties of the iron center. While noble metals remain the industry work‐horse, iron is inching closer and with extensive scientific understanding, it may replace noble metals in the near future.

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Palladium‐Catalyzed Carbonylation for General Synthesis of Aurones Using CO₂

Huang

Zhou

et al. 2023

ChemSusChem

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The carbonylation of alkynes using CO 2 to generate aurones is to date unknown. In this study, a palladium-catalyzed carbonylation of terminal aromatic alkynes and the waste hydrosilane, poly(methylhydrosiloxane) (PMHS), is carried out with 2iodophenol using CO 2 to produce aurones. A variety of terminal alkynes and substituted 2-iodophenols are transformed into aurones in good yields. Preliminary mechanistic studies indicate that silyl formate, generated from CO 2 and PMHS, plays a crucial role in the carbonylation reaction.

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Iron-catalyzed hydroaminocarbonylation of alkynes to produce succinimides with NH4HCO3

Cited by 9 publications

References 59 publications

Transition-Metal-Catalyzed Carbonylative Multifunctionalization of Alkynes

Transition-Metal-Catalyzed Carbonylative Multifunctionalization of Alkynes

Iron in Organometallic Transformations: A Sustainable Substitute for Noble Metals

Palladium‐Catalyzed Carbonylation for General Synthesis of Aurones Using CO₂

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Iron-catalyzed hydroaminocarbonylation of alkynes to produce succinimides with NH4HCO3

Cited by 9 publications

References 59 publications

Transition-Metal-Catalyzed Carbonylative Multifunctionalization of Alkynes

Transition-Metal-Catalyzed Carbonylative Multifunctionalization of Alkynes

Iron in Organometallic Transformations: A Sustainable Substitute for Noble Metals

Palladium‐Catalyzed Carbonylation for General Synthesis of Aurones Using CO2

Contact Info

Product

Resources

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Palladium‐Catalyzed Carbonylation for General Synthesis of Aurones Using CO₂