4.8 Article

Sustainable and Chemoselective Synthesis of α-Aminonitriles Using Lewis and Bronsted Acid-Functionalized Nanoconfined Spaces

Related references

Note: Only part of the references are listed.
Article Chemistry, Physical

Lanthanide metal-organic frameworks for the fixation of CO2 under aqueous-rich and mixed-gas conditions

David H. Le et al.

Summary: Effective catalyst development is crucial for the new circular carbon economy addressing climate change. The study demonstrates the targeted synthesis of lanthanide-based MOFs as catalysts for converting CO2 into value-added products, highlighting the importance of engineering efficient catalysts and their capabilities in converting CO2 from diverse streams.

JOURNAL OF MATERIALS CHEMISTRY A (2022)

Review Biochemistry & Molecular Biology

Covalent Reversible Inhibitors of Cysteine Proteases Containing the Nitrile Warhead: Recent Advancement in the Field of Viral and Parasitic Diseases

Simone Brogi et al.

Summary: The nitrile group plays an important role in drug discovery as it can form both non-covalent and covalent interactions with biological targets. It is a mild electrophilic warhead, making it safer and easier to use in the development of drugs. Covalent inhibition is a design approach that mimics the hydrolysis mechanism of proteases, and the nitrile group has been successfully used as an electrophilic warhead in protease inhibitors. The cysteine protease is particularly targeted due to its crucial role in the survival and replication of infective agents.

MOLECULES (2022)

Article Chemistry, Multidisciplinary

Strecker-Derived Methodology for Library Synthesis of N-Acylated α-Aminonitriles

Pedro Goncalves et al.

Summary: The Strecker reaction is a three-component condensation that can be used for drug discovery purposes. Researchers have found that using amides instead of amines in this reaction is feasible, and the resulting products are of particular interest for inhibiting hydrolases. Optimized conditions were applied in a one-pot protocol, with product yields reaching up to 90%.

ACS OMEGA (2021)

Article Chemistry, Organic

Enantioselective Synthesis of Cα-Tetrasubstituted N-Hydroxyl-α-amino Nitriles via Cyanation of Ketonitrones Using Me2(CH2Cl)SiCN

Peng-Wei Xu et al.

Summary: This study describes an unprecedented catalytic enantioselective cyanation of ketonitrones using a bifunctional cyanating reagent, Me-2(CH2Cl)SiCN, leading to the synthesis of optically active N-hydroxyl-alpha-amino nitriles. The use of this reagent not only achieves high enantioselectivity but also allows for diversification reactions of the resulting silylated adducts. Additionally, this work highlights the potential of tetrasubstituted C.N bonds for asymmetric synthesis of N-hydroxy alpha-amino acids and other N-hydroxy tertiary amines.

ORGANIC LETTERS (2021)

Article Nanoscience & Nanotechnology

Indium-Organic Framework with soc Topology as a Versatile Catalyst for Highly Efficient One-Pot Strecker Synthesis of α-aminonitriles

Gaurav Verma et al.

Summary: The In-based MOF In-pbpta with soc topology showed high surface area and pore volume, making it a promising catalyst for the one-pot multicomponent Strecker reaction. The strong interactions between substrates and the In-oxo cluster in the MOF lead to efficient catalytic conversion within a short period of time, indicating its potential as a new class of efficient heterogeneous catalyst.

ACS APPLIED MATERIALS & INTERFACES (2021)

Article Chemistry, Organic

Catalytic Enantioselective Strecker Reaction of Isatin-Derived N-Unsubstituted Ketimines

Tetsuya Kadota et al.

Summary: This study successfully achieved direct transformation of unprotected α-aminonitriles, streamlining the synthesis of unnatural amino acid derivatives and achieving the shortest one-pot stereoselective routes to a biologically active compound reported to date.

ORGANIC LETTERS (2021)

Article Biochemistry & Molecular Biology

Peptidomimetic nitrile warheads as SARS-CoV-2 3CL protease inhibitors

Bing Bai et al.

Summary: The death toll from the COVID-19 pandemic continues to rise, and new therapeutics are desperately needed. Studies targeting the SARS-CoV-2 3CL protease with different peptidomimetics and warheads show potential for development of drug. The investigation of P3 4-methoxyindole peptidomimetic analogs as potent inhibitors of SARS-CoV-2 3CL protease provides insight for further drug development targeting SARS-CoV-2.

RSC MEDICINAL CHEMISTRY (2021)

Review Chemistry, Inorganic & Nuclear

Metal-organic frameworks as solid Bronsted acid catalysts for advanced organic transformations

Wei Gong et al.

COORDINATION CHEMISTRY REVIEWS (2020)

Article Chemistry, Multidisciplinary

In Situ Formation of Frustrated Lewis Pairs in a Water-Tolerant Metal-Organic Framework for the Transformation of CO2

Serhii Shyshkanov et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2019)

Article Biochemistry & Molecular Biology

Characterising covalent warhead reactivity

James S. Martin et al.

BIOORGANIC & MEDICINAL CHEMISTRY (2019)

Article Chemistry, Medicinal

Expanding the Armory: Predicting and Tuning Covalent Warhead Reactivity

Richard Lonsdale et al.

JOURNAL OF CHEMICAL INFORMATION AND MODELING (2017)

Article Nanoscience & Nanotechnology

Functionalized Metal-Organic Framework as a Biomimetic Heterogeneous Catalyst for Transfer Hydrogenation of Imines

Jingwen Chen et al.

ACS APPLIED MATERIALS & INTERFACES (2017)

Article Chemistry, Physical

Electronic effects of ligand substitution on metal-organic framework photocatalysts: the case study of UiO-66

Lijuan Shen et al.

PHYSICAL CHEMISTRY CHEMICAL PHYSICS (2015)

Review Chemistry, Organic

Recent advances in asymmetric Strecker reactions

Xiao-Hua Cai et al.

ARKIVOC (2014)

Article Chemistry, Inorganic & Nuclear

Porous and Robust Lanthanide Metal-Organoboron Frameworks as Water Tolerant Lewis Acid Catalysts

Yan Liu et al.

INORGANIC CHEMISTRY (2013)

Article Chemistry, Multidisciplinary

Electronic Effects of Linker Substitution on Lewis Acid Catalysis with Metal-Organic Frameworks

Frederik Vermoortele et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2012)

Article Multidisciplinary Sciences

Scalable organocatalytic asymmetric Strecker reactions catalysed by a chiral cyanide generator

Hailong Yan et al.

NATURE COMMUNICATIONS (2012)

Article Chemistry, Medicinal

Nitrile-Containing Pharmaceuticals: Efficacious Roles of the Nitrile Pharmacophore

Fraser F. Fleming et al.

JOURNAL OF MEDICINAL CHEMISTRY (2010)

Review Chemistry, Multidisciplinary

Chemoselectivity: The Mother of Invention in Total Synthesis

Ryan A. Shenvi et al.

ACCOUNTS OF CHEMICAL RESEARCH (2009)

Article Chemistry, Organic

Trifluoromethyl ethers - synthesis and properties of an unusual substituent

Frederic R. Leroux et al.

BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY (2008)