2.4 CuAAC in Carbohydrate Conjugation

2022 ◽  
Author(s):  
A. K. Agrahari ◽  
A. Mishra ◽  
V. K. Tiwari
Keyword(s):  
Easy Access ◽  
Cycloaddition Reactions ◽  
Terminal Alkynes ◽  
Molecular Architectures

AbstractCopper(I)-catalyzed azide–alkyne cycloaddition reactions (CuAAC), as a versatile, reliable, and modular strategy, have been widely investigated in the area of glycoscience during the last 20 years. Herein, we presented a brief overview of CuAAC click approaches for easy access to diverse simple and complex triazole-appended carbohydrate-containing molecular architectures. Both intermolecular and intramolecular CuAAC conjugation of glycosylated azides and terminal alkynes have been widely employed for the regioselective triazole-forming reaction under standard click conditions.

Cu-Catalyzed Ring Opening Reaction of 2H-Azirines with Terminal Alkynes: An Easy Access to 3-Alkynylated Pyrroles

2014 ◽  
Vol 16 (18) ◽  
pp. 4806-4809 ◽  
Author(s):  
Tengfei Li ◽  
Xiaoyi Xin ◽  
Chunxiang Wang ◽  
Dongping Wang ◽  
Fan Wu ◽  
...  
Keyword(s):  
Ring Opening ◽  
Easy Access ◽  
Terminal Alkynes ◽  
Ring Opening Reaction

Visible Light-Mediated [2 + 2] Cycloaddition Reactions of 1,4-Quinones and Terminal Alkynes

2019 ◽  
Vol 84 (14) ◽  
pp. 8948-8958 ◽  
Author(s):  
Shaista Sultan ◽  
Muneer-ul-Shafi Bhat ◽  
Masood Ahmad Rizvi ◽  
Bhahwal Ali Shah
Keyword(s):  
Visible Light ◽  
Cycloaddition Reactions ◽  
Terminal Alkynes

ChemInform Abstract: Cu(OAc)2-Catalyzed Oxidative Dual C-H/N-H Activation of Terminal Alkynes and N-Deprotected Sulfonimidamides: An Easy Access to N-Alkynylated Sulfonimidamides.

ChemInform ◽  
2015 ◽  
Vol 46 (36) ◽  
pp. no-no
Author(s):  
Ganesh Chandra Nandi ◽  
Sudhakar Rao Kota ◽  
Tricia Naicker ◽  
Thavendran Govender ◽  
Hendrick G. Kruger ◽  
...  
Keyword(s):  
Easy Access ◽  
Terminal Alkynes

Easy access to N-aryl, N-heteroarylbenzoxazolinones and 4-aza analogues via Diels–Alder cycloaddition reactions

2004 ◽  
Vol 45 (44) ◽  
pp. 8257-8259 ◽  
Author(s):  
Franck Lepifre ◽  
Christophe Buon ◽  
Pierre-Yves Roger ◽  
Pascal Bouyssou ◽  
Gérard Coudert
Keyword(s):  
Diels Alder ◽  
Easy Access ◽  
Cycloaddition Reactions

New Stable Cu(I) Catalyst Supported on Weakly Acidic Polyacrylate Resin for “Click” Chemistry: Synthesis of 1,2,3-Triazole and Novel Synthesis of 1,2,3-Triazol-5-amine

2018 ◽  
Vol 15 (4) ◽  
pp. 552-565 ◽  
Author(s):  
Nitin Kore ◽  
Pavel Pazdera
Keyword(s):  
Click Chemistry ◽  
Nucleophilic Substitution ◽  
Cyano Group ◽  
Catalytic Action ◽  
Cycloaddition Reactions ◽  
Terminal Alkynes ◽  
Terminal Alkyne ◽  
Aryl Azide ◽  
Catalytic Application ◽  
Novel Synthesis

Aim and Objective: The aim of our work is to demonstrate catalytic application of our previously reported simple Cu(I) ion supported on weakly acidic polyacrylate resin for Azide-Alkyne cycloaddition (CuAAC), Azide-Nitrile cycloaddition and in synthesis of 1-azido-4-methoxybenzene. Material and Method: To investigate the catalytic ability of title Cu(I) catalyst we performed the reaction of different aryl azide with a broader spectrum of different terminal alkyne and nitrile compounds. Results: The title supported Cu(I) catalyzes cycloaddition reactions of aryl azide with aliphatic, aromatic, and heterocyclic terminal alkynes and corresponding 1,4-disubstituted 1,2,3-triazoles were obtained almost in the quantitative yields. The cycloaddition reactions of aryl azide with nitriles consisting α-hydrogen on carbon attached to cyano group under catalytic action of the title supported Cu(I) ended up with the formation of 1,4- disubstituted 1,2,3-triazol-5-amines in quantitative yields. The title catalyst found to be active for nucleophilic substitution of aide group (-N3) to 4-Iodoanisole. Conclusion: It was found that both studied Azide-Alkyne cycloaddition and Azide-Nitrile cycloaddition syntheses are regioselective and quantitative in yield. The title catalyst used is economical, easily preparable, separable, and recyclable. Therefore, the studied syntheses may be regarded as environmentally clean and green processes.

3 Ruthenium-Catalyzed Azide–Alkyne Cycloaddition (RuAAC)

2022 ◽  
Author(s):  
A. J. Paterson ◽  
T. Beke-Somfai ◽  
N. Kann
Keyword(s):  
High Selectivity ◽  
Cycloaddition Reactions ◽  
Terminal Alkynes ◽  
Organic Azides ◽  
Internal Alkynes ◽  
Ruthenium Catalysis

AbstractUnder ruthenium catalysis, 1,5-disubstituted 1,2,3-triazoles can be accessed with high selectivity from terminal alkynes and organic azides via a ruthenium-catalyzed azide–alkyne cycloaddition (RuAAC) reaction. These conditions also allow the use of internal alkynes, providing access to 1,4,5-trisubstituted 1,2,3-triazoles. This chapter reviews the scope and limitations of the RuAAC reaction, as well as selected applications. A brief mention of azide–alkyne cycloaddition reactions catalyzed by other metals is also included.

Cu(OAc)2-Catalysed Oxidative Dual C-H/N-H Activation of Terminal Alkynes andN-Deprotected Sulfonimidamides: An Easy Access toN-Alkynylated Sulfonimidamides

2015 ◽  
Vol 2015 (13) ◽  
pp. 2861-2867 ◽  
Author(s):  
Ganesh Chandra Nandi ◽  
Sudhakar Rao Kota ◽  
Tricia Naicker ◽  
Thavendran Govender ◽  
Hendrick G. Kruger ◽  
...  
Keyword(s):  
Easy Access ◽  
Terminal Alkynes
Sign in / Sign up

Export Citation Format

Share Document