BIOMAT Database Logo BIOMAT Database Logo

Copper-catalyzed tandem azide-alkyne cycloaddition, Ullmann type C-N coupling, and intramolecular direct arylation. 2013

Kasiviswanadharaju Pericherla, and Amitabh Jha, and Bharti Khungar, and Anil Kumar
Department of Chemistry, Birla Institute of Technology and Science, Pilani, 333031, India.

A ligand-free copper-catalyzed tandem azide-alkyne cycloaddition (CuAAC), Ullmann-type C-N coupling, and intramolecular direct arylation has been described. The designed strategy resulted in the synthesis of a novel trazole-fused azaheterocycle framework. The reaction gave good yields (59-77%) of 1,2,3-triazole-fused imidazo[1,2-a]pyridines in a single step.

UI MeSH Term Description Entries
D008024 Ligands A molecule that binds to another molecule, used especially to refer to a small molecule that binds specifically to a larger molecule, e.g., an antigen binding to an antibody, a hormone or neurotransmitter binding to a receptor, or a substrate or allosteric effector binding to an enzyme. Ligands are also molecules that donate or accept a pair of electrons to form a coordinate covalent bond with the central metal atom of a coordination complex. (From Dorland, 27th ed) Ligand
D002384 Catalysis The facilitation of a chemical reaction by material (catalyst) that is not consumed by the reaction. Catalyses
D003300 Copper A heavy metal trace element with the atomic symbol Cu, atomic number 29, and atomic weight 63.55. Copper-63,Copper 63
D006576 Heterocyclic Compounds, 4 or More Rings A class of heterocyclic compounds that include four or more fused rings. Both aromatic or non-aromatic ring structures are included in this category. Heterocyclic Compounds with 4 or More Rings,Five Ring Heterocyclic Compounds,Four Ring Heterocyclic Compounds,Fused Heterocyclic Compounds, Five-Ring,Fused Heterocyclic Compounds, Four-Ring,Heterocyclic Compounds with Four or More Rings,Heterocyclic Compounds, 4-Ring,Heterocyclic Compounds, 5-Ring,Heterocyclic Cpds, 4 Ring,Heterocyclic Cpds, 4 or More Rings,Heterocyclic Cpds, 5 Ring,4-Ring Heterocyclic Compounds,5-Ring Heterocyclic Compounds,Fused Heterocyclic Compounds, Five Ring,Fused Heterocyclic Compounds, Four Ring,Heterocyclic Compounds, 4 Ring,Heterocyclic Compounds, 5 Ring
D006842 Hydrocarbons, Brominated Hydrocarbon compounds with one or more HYDROGEN atoms substituted with BROMINE. Brominated Hydrocarbons
D000480 Alkynes Hydrocarbons with at least one triple bond in the linear portion, of the general formula Cn-H2n-2. Acetylenic Compounds,Alkyne,Acetylenes
D001386 Azides Organic or inorganic compounds that contain the -N3 group. Azide
D014230 Triazoles Heterocyclic compounds containing a five-membered ring with two carbon atoms and three nitrogen atoms with the molecular formula C2H3N3. Triazole
D015394 Molecular Structure The location of the atoms, groups or ions relative to one another in a molecule, as well as the number, type and location of covalent bonds. Structure, Molecular,Molecular Structures,Structures, Molecular
D061565 Cycloaddition Reaction Synthetic organic reactions that use reactions between unsaturated molecules to form cyclical products. Cycloaddition,Cycloaddition Reaction Techniques,Diels-Alder Reaction,Cycloaddition Reaction Technique,Cycloaddition Reactions,Diels Alder Reaction,Reaction Technique, Cycloaddition,Reaction Techniques, Cycloaddition,Reaction, Cycloaddition,Reaction, Diels-Alder,Reactions, Cycloaddition,Technique, Cycloaddition Reaction,Techniques, Cycloaddition Reaction

Related Publications

Kasiviswanadharaju Pericherla, and Amitabh Jha, and Bharti Khungar, and Anil Kumar
Ultrasound-promoted copper-catalyzed azide-alkyne cycloaddition.
January 2010, Journal of combinatorial chemistry,
Kasiviswanadharaju Pericherla, and Amitabh Jha, and Bharti Khungar, and Anil Kumar
Copper-catalyzed desymmetric intramolecular Ullmann C-N coupling: an enantioselective preparation of indolines.
September 2012, Journal of the American Chemical Society,
Kasiviswanadharaju Pericherla, and Amitabh Jha, and Bharti Khungar, and Anil Kumar
Copper-catalyzed tandem Ullmann type C-N coupling and dehydrative cyclization: synthesis of imidazo[1,2-c]quinazolines.
February 2016, Organic & biomolecular chemistry,
Kasiviswanadharaju Pericherla, and Amitabh Jha, and Bharti Khungar, and Anil Kumar
Electrochemically protected copper(I)-catalyzed azide-alkyne cycloaddition.
June 2008, Chembiochem : a European journal of chemical biology,
Kasiviswanadharaju Pericherla, and Amitabh Jha, and Bharti Khungar, and Anil Kumar
Thermoresponsive xylan hydrogels via copper-catalyzed azide-alkyne cycloaddition.
February 2014, Carbohydrate polymers,
Kasiviswanadharaju Pericherla, and Amitabh Jha, and Bharti Khungar, and Anil Kumar
Carboxylic acid-promoted copper(I)-catalyzed azide-alkyne cycloaddition.
October 2010, The Journal of organic chemistry,
Kasiviswanadharaju Pericherla, and Amitabh Jha, and Bharti Khungar, and Anil Kumar
Conditional Copper-Catalyzed Azide-Alkyne Cycloaddition by Catalyst Encapsulation.
June 2020, Angewandte Chemie (International ed. in English),
Kasiviswanadharaju Pericherla, and Amitabh Jha, and Bharti Khungar, and Anil Kumar
Recent advances in the tandem copper-catalyzed Ullmann-Goldberg N-arylation-cyclization strategies.
April 2022, Organic & biomolecular chemistry,
Kasiviswanadharaju Pericherla, and Amitabh Jha, and Bharti Khungar, and Anil Kumar
Cu-catalyzed azide-alkyne cycloaddition.
August 2008, Chemical reviews,
Kasiviswanadharaju Pericherla, and Amitabh Jha, and Bharti Khungar, and Anil Kumar
Copper-Catalyzed Synthesis of Multisubstituted Indoles through Tandem Ullmann-Type C-N Formation and Cross-dehydrogenative Coupling Reactions.
May 2018, The Journal of organic chemistry,
Copied contents to your clipboard!