Literature DB >> 19552445

Copper-mediated direct arylation of 1,3,4-oxadiazoles and 1,2,4-triazoles with aryl iodides.

Tsuyoshi Kawano1, Tomoki Yoshizumi, Koji Hirano, Tetsuya Satoh, Masahiro Miura.   

Abstract

The copper-mediated direct arylation of 1,3,4-oxadiazoles and 1,2,4-triazoles with aryl iodides proceeds efficiently in the presence of suitable ligands and bases. This method allows the installation of a variety of aryl moieties bearing a functional group such as ketone, ester, or nitrile so as to enable the facile construction of various functionalized oxadiazole and triazole core pi systems.

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Year:  2009        PMID： 19552445     DOI： 10.1021/ol9011212

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


  10 in total

1.  C-H bonds as ubiquitous functionality: preparation of multiple regioisomers of arylated 1,2,4-triazoles via C-H arylation.

Authors:  Jung Min Joo; Pengfei Guo; Dalibor Sames
Journal:  J Org Chem       Date:  2012-12-31       Impact factor: 4.354

2.  Copper-catalyzed Direct 2-Arylation of Benzoxazoles and Benzoimidazoles with Aryl Bromides and Cytotoxicity of Products.

Authors:  Nan-Nan Jia; Xin-Chuan Tian; Xiao-Xia Qu; Xing-Xiu Chen; Ya-Nan Cao; Yun-Xin Yao; Feng Gao; Xian-Li Zhou
Journal:  Sci Rep       Date:  2017-03-03       Impact factor: 4.379

3.  Iodine-mediated one-pot intramolecular decarboxylation domino reaction for accessing functionalised 2-(1,3,4-oxadiazol-2-yl)anilines with carbonic anhydrase inhibitory action.

Authors:  Srinivas Angapelly; P V Sri Ramya; Rohini Sodhi; Andrea Angeli; Krishnan Rangan; Narayana Nagesh; Claudiu T Supuran; Mohammed Arifuddin
Journal:  J Enzyme Inhib Med Chem       Date:  2018-12       Impact factor: 5.051

4.  1,3,4-Oxadiazoles by Ugi-Tetrazole and Huisgen Reaction.

Authors:  Qian Wang; Kumchok C Mgimpatsang; Markella Konstantinidou; Svitlana V Shishkina; Alexander Dömling
Journal:  Org Lett       Date:  2019-09-03       Impact factor: 6.005

5.  Efficient Synthesis of Novel 1,3,4-Oxadiazoles Bearing a 4-N,N-Dimethylaminoquinazoline Scaffold via Palladium-Catalyzed Suzuki Cross-Coupling Reactions.

Authors:  Barbara Wołek; Mateusz Werłos; Magdalena Komander; Agnieszka Kudelko
Journal:  Molecules       Date:  2020-11-05       Impact factor: 4.411

6.  The preparation, characterization and catalytic activity of Ni NPs supported on porous alginate-g-poly(p-styrene sulfonamide-co-acrylamide).

Authors:  Sedigheh Alavinia; Ramin Ghorbani-Vaghei
Journal:  RSC Adv       Date:  2021-09-06       Impact factor: 3.361

7.  Copper-Catalyzed One-Pot Synthesis of 2,5-Disubstituted 1,3,4-Oxadiazoles from Arylacetic Acids and Hydrazides via Dual Oxidation.

Authors:  Chinnari Lekkala; Varaprasad Bodala; Kumari Yettula; Bharat Kumar Karasala; Rajitha Lakshmi Podugu; Siddaiah Vidavalur
Journal:  ACS Omega       Date:  2022-07-27

8.  A One-Pot Synthesis-Functionalization Strategy for Streamlined Access to 2,5-Disubstituted 1,3,4-Oxadiazoles from Carboxylic Acids.

Authors:  Daniel Matheau-Raven; Darren J Dixon
Journal:  J Org Chem       Date:  2022-09-02       Impact factor: 4.198

9.  Copper-catalyzed CuAAC/intramolecular C-H arylation sequence: Synthesis of annulated 1,2,3-triazoles.

Authors:  Rajkumar Jeyachandran; Harish Kumar Potukuchi; Lutz Ackermann
Journal:  Beilstein J Org Chem       Date:  2012-10-16       Impact factor: 2.883

10.  Novel Conjugated s-Tetrazine Derivatives Bearing a 4H-1,2,4-Triazole Scaffold: Synthesis and Luminescent Properties.

Authors:  Anna Maj; Agnieszka Kudelko; Marcin Świątkowski
Journal:  Molecules       Date:  2022-01-11       Impact factor: 4.411
  10 in total

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