Literature DB >> 23320949

Nickel-mediated inter- and intramolecular C-S coupling of thiols and thioacetates with aryl iodides at room temperature.

Xiao-Bo Xu1, Jian Liu, Jian-Jian Zhang, Ya-Wen Wang, Yu Peng.   

Abstract

A Ni(0)-catalyzed intermolecular cross-coupling of various functionalized thiols and aryl iodides has been developed and successfully extended to less explored intramolecular versions, where thioacetates could also be utilized as the strategic surrogate. Air-stable precatalysts, very mild conditions, and an easy protocol allow rapid access to medicinally useful aryl thioethers, as demonstrated in the facile synthesis of (±)-chuangxinmycin as a key step.

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Year:  2013        PMID: 23320949     DOI: 10.1021/ol303366u

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


  10 in total

1.  Copper-Catalyzed Aminothiolation of 1,3-Dienes via a Dihydrothiazine Intermediate.

Authors:  Christopher E Sleet; Uttam K Tambar
Journal:  Angew Chem Int Ed Engl       Date:  2017-04-13       Impact factor: 15.336

2.  Silver-catalyzed direct thiolation of quinones by activation of aryl disulfides to synthesize quinonyl aryl thioethers.

Authors:  Cheng Zhang; Jesse McClure; C James Chou
Journal:  J Org Chem       Date:  2015-04-27       Impact factor: 4.354

3.  Organophotoredox-Catalyzed Formation of Alkyl-Aryl and -Alkyl C-S/Se Bonds from Coupling of Redox-Active Esters with Thio/Selenosulfonates.

Authors:  Yue Dong; Peng Ji; Yueteng Zhang; Changqing Wang; Xiang Meng; Wei Wang
Journal:  Org Lett       Date:  2020-12-10       Impact factor: 6.005

4.  Nickel-catalyzed reductive thiolation and selenylation of unactivated alkyl bromides.

Authors:  Yi Fang; Torben Rogge; Lutz Ackermann; Shun-Yi Wang; Shun-Jun Ji
Journal:  Nat Commun       Date:  2018-06-08       Impact factor: 14.919

5.  Concise Synthesis of (+)-β- and γ-Apopicropodophyllins, and Dehydrodesoxypodophyllotoxin.

Authors:  Jian Xiao; Guangming Nan; Ya-Wen Wang; Yu Peng
Journal:  Molecules       Date:  2018-11-21       Impact factor: 4.411

6.  Palladium nanoparticles immobilized on a nano-silica triazine dendritic polymer: a recyclable and sustainable nanoreactor for C-S cross-coupling.

Authors:  Amir Landarani-Isfahani; Iraj Mohammadpoor-Baltork; Valiollah Mirkhani; Majid Moghadam; Shahram Tangestaninejad; Hadi Amiri Rudbari
Journal:  RSC Adv       Date:  2020-06-03       Impact factor: 4.036

7.  Ruthenium-catalyzed decarboxylative C-S cross-coupling of carbonothioate: synthesis of allyl(aryl)sulfide.

Authors:  Ren-Hua Zheng; Hai-Chang Guo; Ting-Ting Chen; Qing Huang; Guo-Bo Huang; Hua-Jiang Jiang
Journal:  RSC Adv       Date:  2018-07-12       Impact factor: 3.361

8.  Highly active reduced graphene oxide supported Ni nanoparticles for C-S coupling reactions.

Authors:  Surjyakanta Rana; Jose J Velázquez; S B Jonnalagadda
Journal:  Nanoscale Adv       Date:  2022-07-04

9.  Ni nanoparticles on RGO as reusable heterogeneous catalyst: effect of Ni particle size and intermediate composite structures in C-S cross-coupling reaction.

Authors:  Debasish Sengupta; Koushik Bhowmik; Goutam De; Basudeb Basu
Journal:  Beilstein J Org Chem       Date:  2017-08-28       Impact factor: 2.883

10.  Biosynthesis of antibiotic chuangxinmycin from Actinoplanes tsinanensis.

Authors:  Yuanyuan Shi; Zhibo Jiang; Xingxing Li; Lijie Zuo; Xuan Lei; Liyan Yu; Linzhuan Wu; Jiandong Jiang; Bin Hong
Journal:  Acta Pharm Sin B       Date:  2017-08-12       Impact factor: 11.413

  10 in total

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