Literature DB >> 18357998

A convenient preparation of 5-iodo-1,4-disubstituted-1,2,3-triazole: multicomponent one-pot reaction of azide and alkyne mediated by CuI-NBS.

Lingjun Li1, Guisheng Zhang, Anlian Zhu, Lihe Zhang.   

Abstract

The system of CuI and NBS was found to provide both I (+) and Cu (+) for the first time. An efficient method for preparation of 5-iodo-1,4-disubstituted-1,2,3-triazole was achieved by multicomponent one-pot reaction of azides with alkynes in the presence of the novel CuI and NBS catalytic system. The high tolerance of various sensitive groups revealed the potential applications of this method in organic synthesis and drug discovery.

Entities:  

Mesh:

Substances:

Year:  2008        PMID: 18357998     DOI: 10.1021/jo800035v

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  6 in total

1.  Copper(I)-catalyzed cycloaddition of organic azides and 1-iodoalkynes.

Authors:  Jason E Hein; Jonathan C Tripp; Larissa B Krasnova; K Barry Sharpless; Valery V Fokin
Journal:  Angew Chem Int Ed Engl       Date:  2009       Impact factor: 15.336

Review 2.  Cu(I)-catalyzed Huisgen azide-alkyne 1,3-dipolar cycloaddition reaction in nucleoside, nucleotide, and oligonucleotide chemistry.

Authors:  Franck Amblard; Jong Hyun Cho; Raymond F Schinazi
Journal:  Chem Rev       Date:  2009-09       Impact factor: 60.622

3.  One-pot three component synthesis of 5-allyl-1,2,3-triazoles using copper(i) acetylides.

Authors:  Parigi Raghavendar Reddy; Lianji Cui; Jae-Sang Ryu
Journal:  RSC Adv       Date:  2018-01-12       Impact factor: 4.036

Review 4.  Advancements in the mechanistic understanding of the copper-catalyzed azide-alkyne cycloaddition.

Authors:  Regina Berg; Bernd F Straub
Journal:  Beilstein J Org Chem       Date:  2013-12-02       Impact factor: 2.883

5.  Copper-catalyzed in situ oxidative-coupling for one-pot synthesis of 5-aryl-1,4-disubstituted 1,2,3-triazoles under mild conditions.

Authors:  Chao Wang; Qianqian Li; Shilei Wang; Gongming Zhu; Anlian Zhu; Lingjun Li
Journal:  RSC Adv       Date:  2021-11-25       Impact factor: 4.036

6.  Electronic Coupling in 1,2,3-Triazole Bridged Ferrocenes and Its Impact on Reactive Oxygen Species Generation and Deleterious Activity in Cancer Cells.

Authors:  Przemysław Biegański; Eduard Kovalski; Noel Israel; Evgenia Dmitrieva; Damian Trzybiński; Krzysztof Woźniak; Valerije Vrček; Martina Godel; Chiara Riganti; Joanna Kopecka; Heinrich Lang; Konrad Kowalski
Journal:  Inorg Chem       Date:  2022-06-14       Impact factor: 5.436

  6 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.