A general method of Suzuki–Miyaura cross-coupling of 4- and 5-halo-1,2,3-triazoles in water

Literature Information

Publication Date 2017-10-31
DOI 10.1039/C7OB02091K
Impact Factor 3.876
Authors

Gleb A. Chesnokov


View Original

Abstract

A general method of the synthesis of 1,4,5-trisubstituted-1,2,3-triazoles by Suzuki–Miyaura cross-coupling from 4- and 5-halo-1,2,3-triazoles is reported. The reaction is mediated by an expanded-ring N-heterocyclic carbene palladium complex in water. The developed reaction protocol meets the requirements of “green chemistry”. Cross-coupling of 4- and 5-chlorotriazoles is reported for the first time.

Related Literature

A new insight into the Biginelli reaction: the dawn of multicomponent click chemistry?

Chongyu Zhu, Bin Yang, Yuan Zhao, Changkui Fu, Lei Tao, Yen Wei

2013-05-15 Paper

DOI: 10.1039/C3PY00553D

Enhanced thermal stability of organic solar cells by using photolinkable end-capped polythiophenes

Lionel Derue, Getachew Ayenew, Hussein Medlej, Ross Brown, Laurent Rubatat, Roger C. Hiorns, Guillaume Wantz, Christine Dagron-Lartigau

2013-05-09 Paper

DOI: 10.1039/C3PY00423F

Back cover

Cover

DOI: 10.1039/C3PY90066E

Unsaturated poly(phosphoester)s via ring-opening metathesis polymerization

Evandro M. Alexandrino, Frederik R. Wurm

2013-04-24 Paper

DOI: 10.1039/C3PY00437F

Mesoporous zwitterionic poly(ionic liquid)s: intrinsic complexation and efficient catalytic fixation of CO2

Sebastian Soll, Pengfei Zhang, Qiang Zhao, Yong Wang, Jiayin Yuan

2013-08-01 Communication

DOI: 10.1039/C3PY00823A

Kinetic modelling of hydrogen transfer deoxygenation of a prototypical fatty acid over a bimetallic Pd60Cu40 catalyst: an investigation of the surface reaction mechanism and rate limiting step

Kin Wai Cheah, Suzana Yusup, Martin J. Taylor, Bing Shen How, Amin Osatiashtiani, Daniel J. Nowakowski, Anthony V. Bridgwater, Vasiliki Skoulou, Georgios Kyriakou, Yoshitmitsu Uemura

2020-07-21 Paper

DOI: 10.1039/D0RE00214C

Protected N-heterocyclic carbenes as latent pre-catalysts for the polymerization of ε-caprolactone

Stefan Naumann, Friedrich Georg Schmidt, Wolfgang Frey

2013-05-15 Paper

DOI: 10.1039/C3PY00548H

Effect of a furan π-bridge on polymer coplanarity and performance in organic field effect transistors

Jianyu Yuan, Yaping Zang, Huilong Dong, Guojun Liu, Chong-an Di, Youyong Li, Wanli Ma

2013-05-15 Paper

DOI: 10.1039/C3PY00501A

Inside front cover

Cover

DOI: 10.1039/D0RE90035D

You might also like

Compound Q&A

What precautions should be taken when handling 2-Chloro-1,2-bis(4-methylphenyl)ethanone (CAS: 71193-32-3)?

When handling 2-Chloro-1,2-bis(4-methylphenyl)ethanone (CAS: 71193-32-3), it is ...

71193-32-32-Chloro-1,2-bis(4-m...
Compound Q&A

What industries use 4-Ethoxy-3-(5-methyl-4-oxo-7-propyl-1,4-dihydroimidazo[5,1-f][1,2,4]triazin-2-yl)benzenesulfonyl chloride (CAS: 224789-26-8)?

4-Ethoxy-3-(5-methyl-4-oxo-7-propyl-1,4-dihydroimidazo[5,1-f][1,2,4]triazin-2-yl...

224789-26-84-Ethoxy-3-(5-methyl...
Compound Q&A

How should Methyl 3-Oxo-4-Androsten-17-Carboxylate (CAS: 2681-55-2) be stored?

Methyl 3-Oxo-4-Androsten-17-Carboxylate (CAS: 2681-55-2) should be stored in a c...

2681-55-2Methyl 3-Oxo-4-Andro...
Compound Q&A

What are the main uses of (R)-3-Amino-4-(3-hexylphenylamino)-4-oxobutylphosphonic acid (CAS: 909725-61-7)?

(R)-3-Amino-4-(3-hexylphenylamino)-4-oxobutylphosphonic acid is primarily used i...

909725-61-7(R)-3-Amino-4-(3-hex...
Compound Q&A

What regulatory guidelines apply to 2-Methyl-2-propanyl 3-amino-3-carbamoyl-1-azetidinecarboxylate (CAS: 1254120-14-3)?

2-Methyl-2-propanyl 3-amino-3-carbamoyl-1-azetidinecarboxylate (CAS: 1254120-14-...

1254120-14-32-Methyl-2-propanyl ...
Compound Q&A

Are there alternatives to (E)-4-(tert-Butoxy)-4-oxobut-2-enoic acid (CAS: 135355-96-3) in synthesis?

There are alternative reagents that can be used in synthesis instead of (E)-4-(t...

135355-96-3(E)-4-(tert-Butoxy)-...
Compound Q&A

What are the physical and chemical properties of [2-(3-Chlorophenyl)-1,3-thiazol-4-yl]methanol (CAS: 121202-20-8)?

[2-(3-Chlorophenyl)-1,3-thiazol-4-yl]methanol (CAS: 121202-20-8) is a crystallin...

121202-20-8[2-(3-Chlorophenyl)-...
166249-17-8Methyl (2S)-[(4S)-2,...
Compound Q&A

What is the market or research trend for 1-Bromo-2-isocyanatoethane (CAS: 42865-19-0)?

The market for 1-Bromo-2-isocyanatoethane (CAS: 42865-19-0) is driven by its use...

42865-19-01-Bromo-2-isocyanato...
Compound Q&A

What are the main uses of 4-Nitro-D-phenylalanine hydrochloride (CAS: 147065-06-3)?

4-Nitro-D-phenylalanine hydrochloride (CAS: 147065-06-3) is primarily used in re...

147065-06-34-Nitro-D-phenylalan...

Source Journal

Organic & Biomolecular Chemistry

Organic & Biomolecular Chemistry
CiteScore: 3.4
Self-citation Rate: 10.3%
Articles per Year: 1041

Organic & Biomolecular Chemistry (OBC) publishes original and high impact research and reviews in organic chemistry. We welcome research that shows new or significantly improved protocols or methodologies in total synthesis, synthetic methodology or physical and theoretical organic chemistry as well as research that shows a significant advance in the organic chemistry or molecular design aspects of chemical biology, catalysis, supramolecular and macromolecular chemistry, theoretical chemistry, mechanism-oriented physical organic chemistry, medicinal chemistry or natural products. Articles published in the journal should report new work which makes a highly-significant impact in the field. Routine and incremental work is generally not suitable for publication in the journal. More details about key areas of our scope are below. In all cases authors should include in their article clear rationale for why their research has been carried out.

Recommended Compounds

Recommended Suppliers

Disclaimer
This page provides academic journal information for reference and research purposes only. We are not affiliated with any journal publishers and do not handle publication submissions. For publication-related inquiries, please contact the respective journal publishers directly.
If you notice any inaccuracies in the information displayed, please contact us at support@chemtradehub.com. We will promptly review and address your concerns.