Literature DB >> 27549407

Copper(I)-Catalyzed Three-Component Click/Alkynylation: One-Pot Synthesis of 5-Alkynyl-1,2,3-triazoles.

Weiguo Wang1, Fang Wei1, Yudao Ma1, Chen-Ho Tung1, Zhenghu Xu1,2.   

Abstract

A copper(I)-catalyzed tandem CuAAC/alkynylation reaction of various alkynes, organic azides, and bromoalkynes to provide rapid access to 5-alkynyl-1,2,3-triazoles has been developed. The reaction proceeded via a copper-catalyzed alkyne azide cycloaddition followed by interception of the in situ formed cuprate-triazole intermediate with bromoalkyne. This reaction offers a new method to afford fully substituted triazoles in high yields with complete regioselectivity under mild reaction conditions.

Entities:  

Year:  2016        PMID： 27549407     DOI： 10.1021/acs.orglett.6b02199

Source DB:  PubMed          Journal:  Org Lett        ISSN： 1523-7052            Impact factor:   6.005


  4 in total

1.  DFT and AFIR study on the copper(i)-catalyzed mechanism of 5-enamine-trisubstituted-1,2,3-triazole synthesis via C-N cross-coupling and the origin of ring-opening of 2H-azirines.

Authors:  Fan Yu; Zhaoman Zhou; Jiajia Song; Yanying Zhao
Journal:  RSC Adv       Date:  2021-01-13       Impact factor: 3.361

2.  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

3.  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

Review 4.  Synthesis methods of 1,2,3-/1,2,4-triazoles: A review.

Authors:  Jinlian Dai; Sen Tian; Xueqing Yang; Zongliang Liu
Journal:  Front Chem       Date:  2022-09-26       Impact factor: 5.545
  4 in total

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