Literature DB >> 14750822

Magnesium-induced copper-catalyzed synthesis of unsymmetrical diaryl chalcogenide compounds from aryl iodide via cleavage of the Se-Se or S-S bond.

Nobukazu Taniguchi1, Tetsuo Onami.   

Abstract

The methodology for a copper-catalyzed preparation of diaryl chalcogenide compounds from aryl iodides and diphenyl dichalcogenide molecules is reported. Unsymmetrical diaryl sulfide or diaryl selenide can be synthesized from aryl iodide and PhYYPh (Y = S, Se) with a copper catalyst (CuI or Cu(2)O) and magnesium metal in one pot. This reaction can be carried out under neutral conditions according to an addition of magnesium metal as the reductive reagent. Furthermore, it is efficiently available for two monophenylchalcogenide groups generated from diphenyl dichalcogenide.

Entities:  

Year:  2004        PMID: 14750822     DOI: 10.1021/jo030300+

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


  7 in total

1.  Synthesis of Copper(I) Thiolate Complexes in the Thioetherification of Aryl Halides.

Authors:  Chaohuang Chen; Zhiqiang Weng; John F Hartwig
Journal:  Organometallics       Date:  2012-10-04       Impact factor: 3.876

2.  Diaryl and heteroaryl sulfides: synthesis via sulfenyl chlorides and evaluation as selective anti-breast-cancer agents.

Authors:  Ivelina M Yonova; Charlotte A Osborne; Naomi S Morrissette; Elizabeth R Jarvo
Journal:  J Org Chem       Date:  2014-02-25       Impact factor: 4.354

3.  On the Origin of the Promoting Effect Exerted by Magnesium in the ZnCl2-Catalyzed Synthesis of N,N-Diisopropylethylamine.

Authors:  Zeng Hong; Jiancheng Ruan; Xinzhi Chen; Chao Qian; Xin Ge; Shaodong Zhou
Journal:  ACS Omega       Date:  2020-11-11

4.  Copper-catalyzed direct C-H arylselenation of 4-nitro-pyrazoles and other heterocycles with selenium powder and aryl iodides. Access to unsymmetrical heteroaryl selenides.

Authors:  Michał Jakubczyk; Satenik Mkrtchyan; Izabela D Madura; Paulina H Marek; Viktor O Iaroshenko
Journal:  RSC Adv       Date:  2019-08-13       Impact factor: 3.361

5.  Redox-active benzimidazolium sulfonamides as cationic thiolating reagents for reductive cross-coupling of organic halides.

Authors:  Weigang Zhang; Mengjun Huang; Zhenlei Zou; Zhengguang Wu; Shengyang Ni; Lingyu Kong; Youxuan Zheng; Yi Wang; Yi Pan
Journal:  Chem Sci       Date:  2020-12-22       Impact factor: 9.825

6.  Photoinduced synthesis of unsymmetrical diaryl selenides from triarylbismuthines and diaryl diselenides.

Authors:  Yohsuke Kobiki; Shin-Ichi Kawaguchi; Takashi Ohe; Akiya Ogawa
Journal:  Beilstein J Org Chem       Date:  2013-06-13       Impact factor: 2.883

7.  Synthesis and initial screening of lactate dehydrogenase inhibitor activity of 1,3-benzodioxole derivatives.

Authors:  Dicky Annas; Se-Yun Cheon; Mohammad Yusuf; Sung-Jin Bae; Ki-Tae Ha; Kang Hyun Park
Journal:  Sci Rep       Date:  2020-11-16       Impact factor: 4.379

  7 in total

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