Copper-catalyzed non-directed hydrosilylation of cyclopropenes: highly diastereoselective synthesis of fully substituted cyclopropylsilanes

2020 ◽  
Vol 56 (12) ◽  
pp. 1819-1822 ◽  
Author(s):  
Hui Wang ◽  
Ge Zhang ◽  
Qian Zhang ◽  
Ying Wang ◽  
Yanfei Li ◽  
...  
Keyword(s):  
Base Metal ◽  
Environmentally Benign ◽  
Diastereoselective Synthesis ◽  
Metal Catalysis ◽  
Earth Abundant

The non-directed hydrosilylation of cyclopropenes with earth-abundant and environmentally benign base metal catalysis was described.

scholarly journals Iron-catalyzed domino coupling reactions of π-systems

2021 ◽  
Vol 17 ◽  
pp. 2848-2893
Author(s):  
Austin Pounder ◽  
William Tam
Keyword(s):  
Noble Metal ◽  
Environmentally Benign ◽  
Coupling Reactions ◽  
Domino Reactions ◽  
Efficient Synthesis ◽  
Metal Catalysis ◽  
Iron Catalysis ◽  
The Past ◽  
Earth Abundant ◽  
Indispensable Tool

The development of environmentally benign, inexpensive, and earth-abundant metal catalysts is desirable from both an ecological and economic standpoint. Certainly, in the past couple decades, iron has become a key player in the development of sustainable coupling chemistry and has become an indispensable tool in organic synthesis. Over the last ten years, organic chemistry has witnessed substantial improvements in efficient synthesis because of domino reactions. These protocols are more atom-economic, produce less waste, and demand less time compared to a classical stepwise reaction. Although iron-catalyzed domino reactions require a mindset that differs from the more routine noble-metal, homogenous iron catalysis they bear the chance to enable coupling reactions that rival that of noble-metal-catalysis. This review provides an overview of iron-catalyzed domino coupling reactions of π-systems. The classifications and reactivity paradigms examined should assist readers and provide guidance for the design of novel domino reactions.

scholarly journals Synthesis of Plakortolides E and I Enabled by Base Metal Catalysis

2021 ◽  
Author(s):  
Stefan Leisering ◽  
Alexandros Mavroskoufis ◽  
Patrick Voßnacker ◽  
Reinhold Zimmer ◽  
Mathias Christmann
Keyword(s):  
Natural Products ◽  
Transition Metals ◽  
Base Metal ◽  
Protecting Group ◽  
Efficient Synthesis ◽  
One Pot ◽  
Metal Catalysis ◽  
Bond Forming ◽  
Earth Abundant ◽  
Key Steps

A protecting-group-free synthesis of two endoperoxide natural products, plakortolide E and plakortolide I, is reported. Key-steps feature the use of earth-abundant transition metals, consisting of a vanadium-mediated epoxidation, an iron-catalyzed allylic substitution, and a cobalt-induced endoperoxide formation. Our approach combines redox-economy, chemoselective bond-forming reactions, and telescoping into one-pot operations to forge an overall efficient synthesis.

scholarly journals Synthesis of Plakortolides E and I Enabled by Base Metal Catalysis

2021 ◽  
Author(s):  
Stefan Leisering ◽  
Alexandros Mavroskoufis ◽  
Patrick Voßnacker ◽  
Reinhold Zimmer ◽  
Mathias Christmann
Keyword(s):  
Natural Products ◽  
Transition Metals ◽  
Base Metal ◽  
Protecting Group ◽  
Efficient Synthesis ◽  
One Pot ◽  
Metal Catalysis ◽  
Bond Forming ◽  
Earth Abundant ◽  
Key Steps

A protecting-group-free synthesis of two endoperoxide natural products, plakortolide E and plakortolide I, is reported. Key-steps feature the use of earth-abundant transition metals, consisting of a vanadium-mediated epoxidation, an iron-catalyzed allylic substitution, and a cobalt-induced endoperoxide formation. Our approach combines redox-economy, chemoselective bond-forming reactions, and telescoping into one-pot operations to forge an overall efficient synthesis.

Ligand-free Guerbet-Type Reactions in Air Catalyzed by In-Situ Formed Complexes of Base Metal Salt Cobaltous Chloride

2022 ◽  
Author(s):  
Pran Gobinda Nandi ◽  
Pradhuman Kumar ◽  
Akshai Kumar
Keyword(s):  
Base Metal ◽  
Metal Salt ◽  
Environmentally Benign ◽  
Cobaltous Chloride ◽  
Ligand Free ◽  
Earth Abundant

Inexpensive, earth-abundant and environmentally benign cobaltous chloride efficiently accomplishes the catalytic β-alkylation of alcohols in air at 140 °C. At higher loadings of cobaltous chloride (1 mol%) in the presence...

Base-Metal-Catalyzed Olefin Isomerization Reactions

Synthesis ◽  
2019 ◽  
Vol 51 (06) ◽  
pp. 1293-1310 ◽  
Author(s):  
Qiang Liu ◽  
Xufang Liu ◽  
Bin Li
Keyword(s):  
Base Metal ◽  
Precious Metals ◽  
Economic Transformation ◽  
Environmentally Benign ◽  
Isomerization Reaction ◽  
Olefin Isomerization ◽  
Earth Abundant ◽  
Wide Availability ◽  
Benign Nature ◽  
Metal Catalyzed

The catalytic olefin isomerization reaction is a highly efficient and atom-economic transformation in organic synthesis that has attracted tremendous attention both in academia and industry. Recently, the development of Earth-abundant metal catalysts has received growing interest owing to their wide availability, sustainability, and ­environmentally benign nature, as well as the unique properties of non-precious metals. This review provides an overview of a broad range of base-metal-catalyzed olefin isomerization reactions categorized ­according to their different reaction mechanisms.1 Introduction2 Base-Metal-Catalyzed Olefin Isomerization Reactions3 Base-Metal-Catalyzed Cycloisomerization Reactions4 Conclusion

Naturally Occurring Organic Acid-catalyzed Facile Diastereoselective Synthesis of Biologically Active (E)-3-(arylimino)indolin-2-one Derivatives in Water at Room Temperature

2019 ◽  
Vol 23 (16) ◽  
pp. 1778-1788 ◽  
Author(s):  
Gurpreet Kaur ◽  
Arvind Singh ◽  
Kiran Bala ◽  
Mamta Devi ◽  
Anjana Kumari ◽  
...  
Keyword(s):  
Room Temperature ◽  
Biologically Active ◽  
Environmentally Benign ◽  
Diastereoselective Synthesis ◽  
Substituted Anilines ◽  
Reaction Conditions ◽  
Naturally Occurring ◽  
Acid Catalyzed ◽  
Reaction Media ◽  
Column Chromatographic

A simple, straightforward and efficient method has been developed for the synthesis of (E)-3-(arylimino)indolin-2-one derivatives and (E)-2-((4-methoxyphenyl)imino)- acenaphthylen-1(2H)-one. The synthesis of these biologically-significant scaffolds was achieved from the reactions of various substituted anilines and isatins or acenaphthaquinone, respectively, using commercially available, environmentally benign and naturally occurring organic acids such as mandelic acid or itaconic acid as catalyst in aqueous medium at room temperature. Mild reaction conditions, energy efficiency, good to excellent yields, environmentally benign conditions, easy isolation of products, no need of column chromatographic separation and the reusability of reaction media are some of the significant features of the present protocol.

Synthesis of Plakortolides E and I Enabled by Base Metal Catalysis

2021 ◽  
Author(s):  
Stefan Leisering ◽  
Alexandros Mavroskoufis ◽  
Patrick Voßnacker ◽  
Reinhold Zimmer ◽  
Mathias Christmann
Keyword(s):  
Base Metal ◽  
Metal Catalysis

scholarly journals Selective hydroboration of unsaturated bonds by an easily accessible heterotopic cobalt catalyst

2021 ◽  
Vol 12 (1) ◽  
Author(s):  
Chuhan Li ◽  
Shuo Song ◽  
Yuling Li ◽  
Chang Xu ◽  
Qiquan Luo ◽  
...  
Keyword(s):  
Base Metal ◽  
Large Scale ◽  
Metal Cluster ◽  
Active Species ◽  
Cobalt Catalysts ◽  
Metal Salts ◽  
One Pot ◽  
Practical Utilization ◽  
Earth Abundant

AbstractHomogeneous earth-abundant metal catalysis based on well-defined molecular complexes has achieved great advance in synthetic methodologies. However, sophisticated ligand, hazardous activator and multistep synthesis starting from base metal salts are generally required for the generation of active molecular catalysts, which may hinder their broad application in large scale organic synthesis. Therefore, the development of metal cluster catalysts formed in situ from simple earth-abundant metal salts is of importance for the practical utilization of base metal resource, yet it is still in its infancy. Herein, a mixture of catalytic amounts of cobalt (II) iodide and potassium tert-butoxide is discovered to be highly active for selective hydroboration of vinylarenes and dihydroboration of nitriles, affording a good yield of diversified hydroboration products that without isolation can readily undergo further one pot transformations. It should be highlighted that the alkoxide-pinacolborane combination acts as an efficient activation strategy to activate cobalt (II) iodide for the generation of metastable heterotopic cobalt catalysts in situ, which is proposed to be catalytically active species.

Sterically encumbered β-diketonates and base metal catalysis

2019 ◽  
Vol 48 (28) ◽  
pp. 10714-10722 ◽  
Author(s):  
Sebastian M. Krajewski ◽  
Aaron S. Crossman ◽  
Eser S. Akturk ◽  
Tim Suhrbier ◽  
Steven J. Scappaticci ◽  
...  
Keyword(s):  
Base Metal ◽  
Coordination Complexes ◽  
Metal Coordination ◽  
Metal Catalysis ◽  
Sterically Hindered ◽  
Cu And Zn

Metal coordination complexes of the sterically hindered β-diketonate, 2,6-dimesitylbenzoyl pinacolone (esac), are reported for Co, Ni, Cu, and Zn.

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