1,3-dipolar cycloaddition

Definition: A ring formation reaction where a 1,3-dipolar compound reacts with an alkene or alkyne to form a five-membered ring compound.

ID: RXNO:0000018

Synonyms:

More about the RSC Name Reaction Ontology (RXNO)

Articles referencing this term

Biodegradable microcapsules designed via ‘click’ chemistry
Bruno G. De Geest, Wim Van Camp, Filip E. Du Prez, Stefaan C. De Smedt, Jo Demeester and Wim E. Hennink, Chem. Commun., 2008 , 190
DOI: 10.1039/b714199h

6,6′-Substituent effect of BINOL in bis-titanium chiral Lewis acid catalyzed 1,3-dipolar cycloaddition of nitrones
Takuya Hashimoto, Masato Omote and Keiji Maruoka, Org. Biomol. Chem., 2008 , 6 , 2263
DOI: 10.1039/b804987d

Surface immobilization of biomolecules by click sulfonamide reaction
Thimmaiah Govindaraju, Pascal Jonkheijm, Lars Gogolin, Hendrik Schroeder, Christian F. W. Becker, Christof M. Niemeyer and Herbert Waldmann, Chem. Commun., 2008 , 3723
DOI: 10.1039/b806764c

Glycoarrays—tools for determining protein–carbohydrate interactions and glycoenzyme specificity
Nicolas Laurent, Josef Voglmeir and Sabine L. Flitsch, Chem. Commun., 2008 , 4400
DOI: 10.1039/b806983m

Computational and experimental tools in solving some mechanistic problems in the chemistry of Fischer carbene complexes
Miguel A. Sierra, Israel Fernández and Fernando P. Cossío, Chem. Commun., 2008 , 4671
DOI: 10.1039/b807806h

Metal free thiol–maleimide ‘Click’ reaction as a mild functionalisation strategy for degradable polymers
Ryan J. Pounder, Matthew J. Stanford, Paul Brooks, Stephen P. Richards and Andrew P. Dove, Chem. Commun., 2008 , 5158
DOI: 10.1039/b809167f

Novel strategies for the site-specific covalent labelling of nucleic acids
Samuel H. Weisbrod and Andreas Marx, Chem. Commun., 2008 , 5675
DOI: 10.1039/b809528k

Asymmetric 1,3-dipolar cycloaddition with a P-stereogenic dipolarophile: An efficient approach to novel P-stereogenic 1,2-diphosphine systems
Nikolai Vinokurov, K. Michał Pietrusiewicz, Sławomir Frynas, Michael Wiebcke and Holger Butenschön, Chem. Commun., 2008 , 5408
DOI: 10.1039/b810573a

8-Nitroguanosines as chemical probes of the protein S-guanylation
Yohei Saito, Hirobumi Taguchi, Shigemoto Fujii, Tomohiro Sawa, Eriko Kida, Chizuko Kabuto, Takaaki Akaike and Hirokazu Arimoto, Chem. Commun., 2008 , 5984
DOI: 10.1039/b810771h

Oriented cell growth on self-assembled bacteriophage M13 thin films
Jianhua Rong, L. Andrew Lee, Kai Li, Brandon Harp, Charlene M. Mello, Zhongwei Niu and Qian Wang, Chem. Commun., 2008 , 5185
DOI: 10.1039/b811039e

Regioselectivities in alkyne activation: synthesis of 2-(bicyclo[3.1.0]hexan-1-yl)furan derivatives by Au-catalyzed cyclization and cyclopropanation
Chang Ho Oh, Su Jin Lee, Ji Ho Lee and Yoon Jung Na, Chem. Commun., 2008 , 5794
DOI: 10.1039/b812077c

How to very efficiently functionalize gold nanoparticles by “click” chemistry
Elodie Boisselier, Lionel Salmon, Jaime Ruiz and Didier Astruc, Chem. Commun., 2008 , 5788
DOI: 10.1039/b812249k

Silylmethyl-substituted cyclopropyl and other strained ring systems: cycloaddition with dipolarophiles
Divya Agrawal and Veejendra K. Yadav, Chem. Commun., 2008 , 6471
DOI: 10.1039/b812285g

New chemical and biological applications of fluorous technologies
Wei Zhang and Chun Cai, Chem. Commun., 2008 , 5686
DOI: 10.1039/b812433g

Controlled ring-opening polymerisation of cyclic esters: polymer blocks in self-assembled nanostructures
Andrew P. Dove, Chem. Commun., 2008 , 6446
DOI: 10.1039/b813059k

One-step synthesis of chiral cages
Vincent Steinmetz, François Couty and Olivier R. P. David, Chem. Commun., 2009 , 343
DOI: 10.1039/b816628e

A cycloaddition route to novel triazole boronic esters
Jianhui Huang, Simon J. F. Macdonald and Joseph P. A. Harrity, Chem. Commun., 2009 , 436
DOI: 10.1039/b817052e

From DNA cross-linking to peptide labeling: on the versatility of the furan-oxidation–conjugation strategy
Annelies Deceuninck and Annemieke Madder, Chem. Commun., 2009 , 340
DOI: 10.1039/b817447d

First total syntheses of (−)-macrosphelides J and K and elucidation of their absolute configuration
Hwayoung Yun, Seung-Mann Paek, Jong-Wha Jung, Nam-Jung Kim, Seok-Ho Kim and Young-Ger Suh, Chem. Commun., 2009 , 2463
DOI: 10.1039/b817693k

Silicon as a directing group in the phosphine-catalyzed [2 + 3]-cycloaddition of aryl allenones with electron-deficient olefins
Magesh Sampath and Teck-Peng Loh, Chem. Commun., 2009 , 1568
DOI: 10.1039/b819959k

Asymmetric catalysis with chiral primary amine-based organocatalysts
Li-Wen Xu, Jie Luo and Yixin Lu, Chem. Commun., 2009 , 1807
DOI: 10.1039/b821070e

Light-driven altitudinal molecular motors on surfaces
Gábor London, Gregory T. Carroll, Tatiana Fernández Landaluce, Michael M. Pollard, Petra Rudolf and Ben L. Feringa, Chem. Commun., 2009 , 1712
DOI: 10.1039/b821755f

Versatile, efficient derivatization of polysiloxanes via click technology
Ferdinand Gonzaga, Gilbert Yu and Michael A. Brook, Chem. Commun., 2009 , 1730
DOI: 10.1039/b821788b

Phosphoramidite accelerated copper(i)-catalyzed [3 + 2] cycloadditions of azides and alkynes
Lachlan S. Campbell-Verduyn, Leila Mirfeizi, Rudi A. Dierckx, Philip H. Elsinga and Ben L. Feringa, Chem. Commun., 2009 , 2139
DOI: 10.1039/b822994e

α,α-Diarylprolinols: bifunctional organocatalysts for asymmetric synthesis
Alessandra Lattanzi, Chem. Commun., 2009 , 1452
DOI: 10.1039/b900098d

A new crosslinkable system based on thermal Huisgen reaction to enhance the stability of electro-optic polymers
Annabelle Scarpaci, Errol Blart, Véronique Montembault, Laurent Fontaine, Vincent Rodriguez and Fabrice Odobel, Chem. Commun., 2009 , 1825
DOI: 10.1039/b900669a

Clicking ferrocene groups to boron-doped diamond electrodes
Manash R. Das, Mei Wang, Sabine Szunerits, Léon Gengembre and Rabah Boukherroub, Chem. Commun., 2009 , 2753
DOI: 10.1039/b901481k

Controlled assembly of rodlike viruses with polymers
Tao Li, Laying Wu, Nisaraporn Suthiwangcharoen, Michael A. Bruckman, Dayton Cash, JoAn S. Hudson, Soumitra Ghoshroy and Qian Wang, Chem. Commun., 2009 , 2869
DOI: 10.1039/b901995b

Prenyltransferase substrate binding pocket flexibility and its application in isoprenoid profiling
Youli Xiao, Miranda Machacek, Kent Lee, Tomohisha Kuzuyama and Pinghua Liu, Mol. BioSyst., 2009 , 5 , 913
DOI: 10.1039/b902370d

Highly enantioselective 1,3-dipolar cycloaddition of azomethine ylides catalyzed by AgOAc/TF-BiphamPhos
Chun-Jiang Wang, Zhi-Yong Xue, Gang Liang and Zhou Lu, Chem. Commun., 2009 , 2905
DOI: 10.1039/b902556a